Ammonia → N-(2-Aminoethyl)-4-chlorobenzamide

HRID 2255115Notes

Reaction equation

HRID 2255115 reaction equation
CS(O[CH2:6][CH2:7][NH:8][C:9](=[O:17])[C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)(=O)=O.[NH3:18]>CN(C)C=O>[NH2:18][CH2:6][CH2:7][NH:8][C:9](=[O:17])[C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19741760N-(2-methylsulfonyloxyethyl)-4-chlorobenzamide

Product 1

HCID 4289N-(2-Aminoethyl)-4-chlorobenzamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

The N-(2-methylsulfonyloxyethyl)-4-chlorobenzamide obtained is dissolved in 5 ml of dimethylformamide and added dropwise at room temperature to a solution of ammonia in dimethylformamide. After stirring for 2 hours, the mixture is worked-up and there is obtained N-(2-aminoethyl)-4-chlorobenzamide which is identical with the product obtained in Example 1.

Sources & evidence

ORD record
ord-7767b183e82a4fd69c45e1964694325c
Source dataset
uspto-grants-1993_08
Patent number
US05238962

Reaction notes

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