Chloroacetyl chloride → HCID 19099439, compound

HRID 1975376Notes

Reaction equation

[CH3:1][N:2]([CH3:29])[CH2:3][CH2:4][NH:5][C:6]1[CH:28]=[CH:27][C:9]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[CH2:14][CH2:13]2)=[O:11])=[CH:8][CH:7]=1.[Cl:30][CH2:31][C:32](Cl)=[O:33]>>[CH3:29][N:2]([CH3:1])[CH2:3][CH2:4][N:5]([C:6]1[CH:28]=[CH:27][C:9]([C:10]([N:12]2[CH2:13][CH2:14][N:15]([CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=3)[CH2:16][CH2:17]2)=[O:11])=[CH:8][CH:7]=1)[C:32](=[O:33])[CH2:31][Cl:30]

Participants

Reactant 2

HCID 6577Chloroacetyl chloride

HCID 19020613HCID 19020613, compound

Product 1

HCID 19099439HCID 19099439, compound

Procedure

Analogously to Example 22, 1-[4-(2-dimethylaminoethylamino)benzoyl]-4-[2-(4-chlorophenyl)ethyl]piperazine (Example 54b) is reacted with chloroacetyl chloride, yielding 1-{4-[N-(2-dimethylaminoethyl)-N-chloroacetylamino]benzoyl}-4-[2(4-chlorophenyl)ethyl]piperazine. The hydrochloride thereof melts at 215°-216° (decomposition).

Sources & evidence

ORD record: ord-cf4b13eb15ce47b68d29887b7b8c934b
Source dataset: uspto-grants-1994_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05286728

Reaction notes

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