Methyl Isocyanate → HCID 67876041, compound

HRID 1885328Notes

Reaction equation

HRID 1885328 reaction equation
[C:1]([NH:4][NH:5][C@@H:6]1[C:11]2[CH:12]=[C:13]([C:16]#[N:17])[CH:14]=[CH:15][C:10]=2[O:9][C:8]([CH3:19])([CH3:18])[C@H:7]1[OH:20])(=[O:3])[CH3:2].[CH3:21][N:22]=[C:23]=[O:24]>C(Cl)(Cl)Cl>[C:1]([NH:4][N:5]([C@@H:6]1[C:11]2[CH:12]=[C:13]([C:16]#[N:17])[CH:14]=[CH:15][C:10]=2[O:9][C:8]([CH3:19])([CH3:18])[C@H:7]1[OH:20])[C:23](=[O:24])[NH:22][CH3:21])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 18645506HCID 18645506, compound

Product 1

HCID 67876041HCID 67876041, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
40 °C

Procedure

Trans-4-(2-acetylhydrazino)-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-3-ol, 330 dissolved in 4 ml of chloroform, 0.3 ml of methyl isocyanate was added to this, and the mixture was heated on a water bath at 40° C. for 130 minutes. The solvent was distilled off under a reduced pressure and the residue obtained was recrystallized from ethyl acetate-ethanol to give 350 mg of trans-4-(2-acetyl-1-methylcarbamoylhydrazino)-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-3-ol.monohydrate as white crystals, m.p. 225°-226° C. (decomposed).

Workup

  1. distillationThe solvent was distilled off under a reduced pressure
  2. customthe residue obtained
  3. customwas recrystallized from ethyl acetate-ethanol

Sources & evidence

ORD record
ord-6a9831b34881428bb4129e2a8a2af5db
Source dataset
uspto-grants-1992_09
Patent number
US05143936

Reaction notes

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