N'-(4-Chloroacetylaminophenyl)-N,N-dimethylacetamidine hydrochloride → Chloroacetyl chloride

HRID 461881Notes

Reaction equation

HRID 461881 reaction equation
[ClH:1].[Cl:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]=[C:14]([N:16]([CH3:18])[CH3:17])[CH3:15])=[CH:9][CH:8]=1)=[O:5]>O1CCCC1>[NH2:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]=[C:14]([N:16]([CH3:17])[CH3:18])[CH3:15])=[CH:11][CH:12]=1.[Cl:2][CH2:3][C:4]([Cl:1])=[O:5]

Participants

4

Reactant 1

HCID 21392874N'-(4-Chloroacetylaminophenyl)-N,N-dimethylacetamidine hydrochloride

Product 2

HCID 6577Chloroacetyl chlorideHCID 169706N'-(4-Aminophenyl)-N,N-dimethylacetamidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N'-(4-Chloroacetylaminophenyl)-N,N-dimethylacetamidine hydrochloride, used as the starting material in Step B of this example, is obtained by the acylation of 74.5 g of N'-(4-aminophenyl)-N,N-dimethylacetamidine with 54.7 g of chloroacetyl chloride in tetrahydrofuran to afford 104.7 g of the product. Upon recrystallization from alcohol the N'-(4-chloroacetylaminophenyl)-N,N-dimethylacetamidine hydrochloride has a melting point of 246°-247° C.

Sources & evidence

ORD record
ord-35812118804a4ca5b353580762177c9f
Source dataset
uspto-grants-1977_12
Patent number
US04064270

Reaction notes

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