Ethanol → Clobazam

HRID 1390376Notes

Reaction equation

[C:1]1([N:7]2[C:13]3[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=3[NH:11][C:10](=[O:19])[CH2:9][C:8]2=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:21](O)C>>[C:1]1([N:7]2[C:13]3[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:12]=3[N:11]([CH3:21])[C:10](=[O:19])[CH2:9][C:8]2=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 702Ethanol

HCID 89657Desmethylclobazam

Product 1

HCID 2789Clobazam

Procedure

Starting from 1-phenyl 8-chloro 1,2,4,5-tetrahydro 2,4-dioxo 3H-1,5-benzodiazepine(obtained according to the example XI) and from a halide, and operating according to the example X, there is obtained 1-phenyl 5-methyl 8-chloro 1,2,4,5-tetrahydo 2,4-dioxo 3H-1,5-benzodiazepine, melting at 166°-168° C. after recristallisation in 50% ethanol.

Workup

customobtained

Sources & evidence

ORD record: ord-24fb771924844df282b617b2dcddc946
Source dataset: uspto-grants-1979_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04138572

Reaction notes

Loading…