// SPDX-License-Identifier: MIT
pragma solidity >=0.4.22 <0.9.0;

// OpenZeppelin Contracts (last updated v4.5.0) (token/ERC20/IERC20.sol)

pragma solidity ^0.8.0;

/**
 * @dev Interface of the ERC20 standard as defined in the EIP.
 */
interface IERC20 {
    /**
     * @dev Returns the amount of tokens in existence.
     */
    function totalSupply() external view returns (uint256);

    /**
     * @dev Returns the amount of tokens owned by `account`.
     */
    function balanceOf(address account) external view returns (uint256);

    /**
     * @dev Moves `amount` tokens from the caller's account to `to`.
     *
     * Returns a boolean value indicating whether the operation succeeded.
     *
     * Emits a {Transfer} event.
     */
    function transfer(address to, uint256 amount) external returns (bool);

    /**
     * @dev Returns the remaining number of tokens that `spender` will be
     * allowed to spend on behalf of `owner` through {transferFrom}. This is
     * zero by default.
     *
     * This value changes when {approve} or {transferFrom} are called.
     */
    function allowance(address owner, address spender) external view returns (uint256);

    /**
     * @dev Sets `amount` as the allowance of `spender` over the caller's tokens.
     *
     * Returns a boolean value indicating whether the operation succeeded.
     *
     * IMPORTANT: Beware that changing an allowance with this method brings the risk
     * that someone may use both the old and the new allowance by unfortunate
     * transaction ordering. One possible solution to mitigate this race
     * condition is to first reduce the spender's allowance to 0 and set the
     * desired value afterwards:
     * https://github.com/ethereum/EIPs/issues/20#issuecomment-263524729
     *
     * Emits an {Approval} event.
     */
    function approve(address spender, uint256 amount) external returns (bool);

    /**
     * @dev Moves `amount` tokens from `from` to `to` using the
     * allowance mechanism. `amount` is then deducted from the caller's
     * allowance.
     *
     * Returns a boolean value indicating whether the operation succeeded.
     *
     * Emits a {Transfer} event.
     */
    function transferFrom(
        address from,
        address to,
        uint256 amount
    ) external returns (bool);

    /**
     * @dev Emitted when `value` tokens are moved from one account (`from`) to
     * another (`to`).
     *
     * Note that `value` may be zero.
     */
    event Transfer(address indexed from, address indexed to, uint256 value);

    /**
     * @dev Emitted when the allowance of a `spender` for an `owner` is set by
     * a call to {approve}. `value` is the new allowance.
     */
    event Approval(address indexed owner, address indexed spender, uint256 value);
}

// OpenZeppelin Contracts v4.4.1 (utils/Strings.sol)

/**
 * @dev String operations.
 */
library Strings {
    bytes16 private constant _HEX_SYMBOLS = "0123456789abcdef";

    /**
     * @dev Converts a `uint256` to its ASCII `string` decimal representation.
     */
    function toString(uint256 value) internal pure returns (string memory) {
        // Inspired by OraclizeAPI's implementation - MIT licence
        // https://github.com/oraclize/ethereum-api/blob/b42146b063c7d6ee1358846c198246239e9360e8/oraclizeAPI_0.4.25.sol

        if (value == 0) {
            return "0";
        }
        uint256 temp = value;
        uint256 digits;
        while (temp != 0) {
            digits++;
            temp /= 10;
        }
        bytes memory buffer = new bytes(digits);
        while (value != 0) {
            digits -= 1;
            buffer[digits] = bytes1(uint8(48 + uint256(value % 10)));
            value /= 10;
        }
        return string(buffer);
    }

    /**
     * @dev Converts a `uint256` to its ASCII `string` hexadecimal representation.
     */
    function toHexString(uint256 value) internal pure returns (string memory) {
        if (value == 0) {
            return "0x00";
        }
        uint256 temp = value;
        uint256 length = 0;
        while (temp != 0) {
            length++;
            temp >>= 8;
        }
        return toHexString(value, length);
    }

    /**
     * @dev Converts a `uint256` to its ASCII `string` hexadecimal representation with fixed length.
     */
    function toHexString(uint256 value, uint256 length) internal pure returns (string memory) {
        bytes memory buffer = new bytes(2 * length + 2);
        buffer[0] = "0";
        buffer[1] = "x";
        for (uint256 i = 2 * length + 1; i > 1; --i) {
            buffer[i] = _HEX_SYMBOLS[value & 0xf];
            value >>= 4;
        }
        require(value == 0, "Strings: hex length insufficient");
        return string(buffer);
    }
}


// OpenZeppelin Contracts (last updated v4.5.0) (utils/cryptography/ECDSA.sol)

/**
 * @dev Elliptic Curve Digital Signature Algorithm (ECDSA) operations.
 *
 * These functions can be used to verify that a message was signed by the holder
 * of the private keys of a given address.
 */
library ECDSA {
    enum RecoverError {
        NoError,
        InvalidSignature,
        InvalidSignatureLength,
        InvalidSignatureS,
        InvalidSignatureV
    }

    function _throwError(RecoverError error) private pure {
        if (error == RecoverError.NoError) {
            return; // no error: do nothing
        } else if (error == RecoverError.InvalidSignature) {
            revert("ECDSA: invalid signature");
        } else if (error == RecoverError.InvalidSignatureLength) {
            revert("ECDSA: invalid signature length");
        } else if (error == RecoverError.InvalidSignatureS) {
            revert("ECDSA: invalid signature 's' value");
        } else if (error == RecoverError.InvalidSignatureV) {
            revert("ECDSA: invalid signature 'v' value");
        }
    }

    /**
     * @dev Returns the address that signed a hashed message (`hash`) with
     * `signature` or error string. This address can then be used for verification purposes.
     *
     * The `ecrecover` EVM opcode allows for malleable (non-unique) signatures:
     * this function rejects them by requiring the `s` value to be in the lower
     * half order, and the `v` value to be either 27 or 28.
     *
     * IMPORTANT: `hash` _must_ be the result of a hash operation for the
     * verification to be secure: it is possible to craft signatures that
     * recover to arbitrary addresses for non-hashed data. A safe way to ensure
     * this is by receiving a hash of the original message (which may otherwise
     * be too long), and then calling {toEthSignedMessageHash} on it.
     *
     * Documentation for signature generation:
     * - with https://web3js.readthedocs.io/en/v1.3.4/web3-eth-accounts.html#sign[Web3.js]
     * - with https://docs.ethers.io/v5/api/signer/#Signer-signMessage[ethers]
     *
     * _Available since v4.3._
     */
    function tryRecover(bytes32 hash, bytes memory signature) internal pure returns (address, RecoverError) {
        // Check the signature length
        // - case 65: r,s,v signature (standard)
        // - case 64: r,vs signature (cf https://eips.ethereum.org/EIPS/eip-2098) _Available since v4.1._
        if (signature.length == 65) {
            bytes32 r;
            bytes32 s;
            uint8 v;
            // ecrecover takes the signature parameters, and the only way to get them
            // currently is to use assembly.
            assembly {
                r := mload(add(signature, 0x20))
                s := mload(add(signature, 0x40))
                v := byte(0, mload(add(signature, 0x60)))
            }
            return tryRecover(hash, v, r, s);
        } else if (signature.length == 64) {
            bytes32 r;
            bytes32 vs;
            // ecrecover takes the signature parameters, and the only way to get them
            // currently is to use assembly.
            assembly {
                r := mload(add(signature, 0x20))
                vs := mload(add(signature, 0x40))
            }
            return tryRecover(hash, r, vs);
        } else {
            return (address(0), RecoverError.InvalidSignatureLength);
        }
    }

    /**
     * @dev Returns the address that signed a hashed message (`hash`) with
     * `signature`. This address can then be used for verification purposes.
     *
     * The `ecrecover` EVM opcode allows for malleable (non-unique) signatures:
     * this function rejects them by requiring the `s` value to be in the lower
     * half order, and the `v` value to be either 27 or 28.
     *
     * IMPORTANT: `hash` _must_ be the result of a hash operation for the
     * verification to be secure: it is possible to craft signatures that
     * recover to arbitrary addresses for non-hashed data. A safe way to ensure
     * this is by receiving a hash of the original message (which may otherwise
     * be too long), and then calling {toEthSignedMessageHash} on it.
     */
    function recover(bytes32 hash, bytes memory signature) internal pure returns (address) {
        (address recovered, RecoverError error) = tryRecover(hash, signature);
        _throwError(error);
        return recovered;
    }

    /**
     * @dev Overload of {ECDSA-tryRecover} that receives the `r` and `vs` short-signature fields separately.
     *
     * See https://eips.ethereum.org/EIPS/eip-2098[EIP-2098 short signatures]
     *
     * _Available since v4.3._
     */
    function tryRecover(
        bytes32 hash,
        bytes32 r,
        bytes32 vs
    ) internal pure returns (address, RecoverError) {
        bytes32 s = vs & bytes32(0x7fffffffffffffffffffffffffffffffffffffffffffffffffffffffffffffff);
        uint8 v = uint8((uint256(vs) >> 255) + 27);
        return tryRecover(hash, v, r, s);
    }

    /**
     * @dev Overload of {ECDSA-recover} that receives the `r and `vs` short-signature fields separately.
     *
     * _Available since v4.2._
     */
    function recover(
        bytes32 hash,
        bytes32 r,
        bytes32 vs
    ) internal pure returns (address) {
        (address recovered, RecoverError error) = tryRecover(hash, r, vs);
        _throwError(error);
        return recovered;
    }

    /**
     * @dev Overload of {ECDSA-tryRecover} that receives the `v`,
     * `r` and `s` signature fields separately.
     *
     * _Available since v4.3._
     */
    function tryRecover(
        bytes32 hash,
        uint8 v,
        bytes32 r,
        bytes32 s
    ) internal pure returns (address, RecoverError) {
        // EIP-2 still allows signature malleability for ecrecover(). Remove this possibility and make the signature
        // unique. Appendix F in the Ethereum Yellow paper (https://ethereum.github.io/yellowpaper/paper.pdf), defines
        // the valid range for s in (301): 0 < s < secp256k1n ÷ 2 + 1, and for v in (302): v ∈ {27, 28}. Most
        // signatures from current libraries generate a unique signature with an s-value in the lower half order.
        //
        // If your library generates malleable signatures, such as s-values in the upper range, calculate a new s-value
        // with 0xFFFFFFFFFFFFFFFFFFFFFFFFFFFFFFFEBAAEDCE6AF48A03BBFD25E8CD0364141 - s1 and flip v from 27 to 28 or
        // vice versa. If your library also generates signatures with 0/1 for v instead 27/28, add 27 to v to accept
        // these malleable signatures as well.
        if (uint256(s) > 0x7FFFFFFFFFFFFFFFFFFFFFFFFFFFFFFF5D576E7357A4501DDFE92F46681B20A0) {
            return (address(0), RecoverError.InvalidSignatureS);
        }
        if (v != 27 && v != 28) {
            return (address(0), RecoverError.InvalidSignatureV);
        }

        // If the signature is valid (and not malleable), return the signer address
        address signer = ecrecover(hash, v, r, s);
        if (signer == address(0)) {
            return (address(0), RecoverError.InvalidSignature);
        }

        return (signer, RecoverError.NoError);
    }

    /**
     * @dev Overload of {ECDSA-recover} that receives the `v`,
     * `r` and `s` signature fields separately.
     */
    function recover(
        bytes32 hash,
        uint8 v,
        bytes32 r,
        bytes32 s
    ) internal pure returns (address) {
        (address recovered, RecoverError error) = tryRecover(hash, v, r, s);
        _throwError(error);
        return recovered;
    }

    /**
     * @dev Returns an Ethereum Signed Message, created from a `hash`. This
     * produces hash corresponding to the one signed with the
     * https://eth.wiki/json-rpc/API#eth_sign[`eth_sign`]
     * JSON-RPC method as part of EIP-191.
     *
     * See {recover}.
     */
    function toEthSignedMessageHash(bytes32 hash) internal pure returns (bytes32) {
        // 32 is the length in bytes of hash,
        // enforced by the type signature above
        return keccak256(abi.encodePacked("\x19Ethereum Signed Message:\n32", hash));
    }

    /**
     * @dev Returns an Ethereum Signed Message, created from `s`. This
     * produces hash corresponding to the one signed with the
     * https://eth.wiki/json-rpc/API#eth_sign[`eth_sign`]
     * JSON-RPC method as part of EIP-191.
     *
     * See {recover}.
     */
    function toEthSignedMessageHash(bytes memory s) internal pure returns (bytes32) {
        return keccak256(abi.encodePacked("\x19Ethereum Signed Message:\n", Strings.toString(s.length), s));
    }

    /**
     * @dev Returns an Ethereum Signed Typed Data, created from a
     * `domainSeparator` and a `structHash`. This produces hash corresponding
     * to the one signed with the
     * https://eips.ethereum.org/EIPS/eip-712[`eth_signTypedData`]
     * JSON-RPC method as part of EIP-712.
     *
     * See {recover}.
     */
    function toTypedDataHash(bytes32 domainSeparator, bytes32 structHash) internal pure returns (bytes32) {
        return keccak256(abi.encodePacked("\x19\x01", domainSeparator, structHash));
    }
}

contract Withdraw {
    using ECDSA for bytes32;

    mapping(uint256 => bool) public usedNonceMap;
    address public admin;
    IERC20 public token;

    event ClaimProcessed(
        address recipient,
        uint256 amount,
        uint256 nonce,
        uint256 timestamp
    );

    event AdminUpdated(
        address newAdmin,
        uint256 timestamp
    );

    constructor(address _token, address _admin) {
        admin = _admin;
        token = IERC20(_token);
    }

    function updateAdmin(address newAdmin) external {
        require(msg.sender == admin, 'only admin');
        admin = newAdmin;
        emit AdminUpdated(newAdmin, block.timestamp);
    }

    function claimTokens(address recipient, uint256 amount, uint256 nonce, bytes calldata signature) external {
        // https://www.techmaker.studio/articles/how-to-sign-messages-in-javascript-and-verify-them-in-solidity-in-2021
        // https://github.com/jklepatch/eattheblocks/blob/master/token/contracts/Airdrop.sol
        bytes32 hash = keccak256(abi.encode(recipient, amount, nonce));
        address signer = hash.toEthSignedMessageHash().recover(signature);
        require(signer == admin, "Can't process transactions not signed by contract admin.");
        require(usedNonceMap[nonce] == false, 'nonce already used');
        usedNonceMap[nonce] = true;
        token.transfer(recipient, amount);
        emit ClaimProcessed(recipient, amount, nonce, block.timestamp);
    }
}