Chloroform → HCID 86593812, compound

HRID 25062Notes

Reaction equation

HRID 25062 reaction equation
[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=2)=[N:4][N:3]1[C:25](=[S:28])[NH:26][NH2:27].C(Cl)(Cl)Cl.[CH3:33][N:34]=[C:35]=[O:36]>>[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=2)=[N:4][N:3]1[C:25]([NH:26][NH:27][C:35]([NH:34][CH3:33])=[O:36])=[S:28]

Participants

4

Reactant 3

HCID 6212ChloroformHCID 12228Methyl IsocyanateHCID 12137411(+/-)-8-Methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine-7-carbothiohydrazide

Product 1

HCID 86593812HCID 86593812, compoundYield 88%

Procedure

To a stirred solution of 0.40 g (1.0 mmol) of compound XVIII in 15 ml of chloroform 0.07 ml (1.2 mmol) of methyl isocyanate was added. After 1 h the reaction mixture was washed with sodium hydrogen carbonate solution and water and after concentration the obtained solid material was purified by refluxing in ethanol. The desired product was 0.36 g, yield: 88%. Mp.: 200° C.

Workup

  1. washAfter 1 h the reaction mixture was washed with sodium hydrogen carbonate solution and water
  2. concentrationafter concentration the obtained solid material
  3. customwas purified
  4. temperatureby refluxing in ethanol

Sources & evidence

ORD record
ord-985428fe5d9847c5ac457283a5c6f418
Source dataset
uspto-grants-2005_02
Patent number
US06858605B2

Reaction notes

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