N,N-Dimethylaniline → HCID 68687807, compound

HRID 2244282Notes

Reaction equation

HRID 2244282 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][C:3]=1[S:11](=[O:14])(=[O:13])[NH2:12].[CH:15]1[CH:16]=[CH:17][N:18]2[CH2:24][C:23]3[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=3[NH:21][CH2:20][C:19]=12.CN(C)C1C=CC=CC=1.O>O1CCOCC1>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:21]2[C:22]3[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=3[CH2:24][N:18]3[CH:17]=[CH:16][CH:15]=[C:19]3[CH2:20]2)=[O:7])=[CH:4][C:3]=1[S:11]([NH2:12])(=[O:14])=[O:13]

Participants

6

Reactant 4

HCID 949N,N-DimethylanilineHCID 962WaterHCID 30179793-(Aminosulfonyl)-4-chlorobenzoyl chlorideHCID 1554704810,11-Dihydro-5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine

Product 1

HCID 68687807HCID 68687807, compoundYield 43.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution containing 1.02 g (0.004 mol) of 4-chloro-3-sulfamoylbenzoyl chloride, 0.74 g (0.004 mol) of 10,11-dihydro-5H-pyrolo[2,1-c][1,4]benzodiazepine and 0.48 g (0.004 mol) of N,N-dimethylaniline in 50 ml of 1,4-dioxane was allowed to stand at room temperature for 2 hours. The reaction mixture was then poured into 500 mL of water with stirring. The precipitate was collected, washed and dried to provide the title compound (0.7 g), m.p. 137° C. dec.

Workup

  1. customThe precipitate was collected
  2. washwashed
  3. customdried

Sources & evidence

ORD record
ord-e28c97256a954bad97f63816a801d6a4
Source dataset
uspto-grants-2010_03
Patent number
US07678787B2

Reaction notes

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