Water → HCID 18183111, compound

HRID 430667Notes

Reaction equation

HRID 430667 reaction equation
[CH3:1][C:2]1[N:6]2[N:7]=[C:8]([C:19]3[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=3)[C:9]3[CH:15]=[C:14]4[O:16][CH2:17][O:18][C:13]4=[CH:12][C:10]=3[CH2:11][C:5]2=[N:4][CH:3]=1.[Br:28]N1C(=O)CCC1=O.O>CN(C)C=O>[Br:28][C:3]1[N:4]=[C:5]2[CH2:11][C:10]3[CH:12]=[C:13]4[O:18][CH2:17][O:16][C:14]4=[CH:15][C:9]=3[C:8]([C:19]3[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=3)=[N:7][N:6]2[C:2]=1[CH3:1]

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 18183141HCID 18183141, compound

Product 1

HCID 18183111HCID 18183111, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

900 mg of 8-methyl-5-(4-nitrophenyl)-11H-1,3-dioxolo[4,5-h]imidazo[1,2-c][2,3]benzodiazepine is mixed in 10 ml of dimethylformamide with 441 mg of N-bromosuccinimide and stirred for 1.5 hours at room temperature. After dilution with 40 ml of water, the precipitated product is suctioned off, and 900 mg of 9-bromo-8-methyl-5-(4-nitrophenyl)-11H-1,3-dioxolo[4,5-h]imidazo[1,2-c][2,3]benzodiazepine is obtained.

Sources & evidence

ORD record
ord-13ea4203f4434203a8b5e1366c81debf
Source dataset
uspto-grants-2001_11
Patent number
US06323197B1

Reaction notes

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