Chloroacetyl chloride → 5-(2-chloroacetyl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

Reaction equation

C(C1CCCN([CH2:14][C:15]([C:17]2[CH:26]=[CH:25][C:20]3[NH:21][C:22](=[O:24])[NH:23][C:19]=3[CH:18]=2)=[O:16])C1)C1C=CC=CC=1.N1C2C=CC=CC=2NC1=O.[Cl:37]CC(Cl)=O>>[Cl:37][CH2:14][C:15]([C:17]1[CH:26]=[CH:25][C:20]2[NH:21][C:22](=[O:24])[NH:23][C:19]=2[CH:18]=1)=[O:16]

Participants

Reactant 3

HCID 6577Chloroacetyl chloride

HCID 119852-Hydroxy benzimidazole

HCID 21465145HCID 21465145, compound

Product 1

HCID 24026595-(2-chloroacetyl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

Procedure

from 5-(2-(3-benzylpiperidino)-1-oxoethyl)-2,3-dihydrobenzimidazol-2-one ("K"; obtainable by reaction of 2,3-dihydrobenzimidazol-2-one with chloroacetyl chloride to give 5-chloroacetyl-2,3-dihydrobenzimidazol-2-one ("L"), then reaction with 3-benzylpiperidine):

Sources & evidence

ORD record: ord-1ef115a3832f4f578d279a817476ba71
Source dataset: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05698553

Reaction notes

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