Methyl Isocyanate → HCID 10647471, compound

HRID 1872091Notes

Reaction equation

HRID 1872091 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([CH2:8][CH:9]([CH3:11])[CH3:10])[CH:5]=[CH:4][C:3]=1[C:12]1[C:13]([S:18]([NH:21][C:22]2[O:26][N:25]=[C:24]([CH3:27])[C:23]=2[CH3:28])(=[O:20])=[O:19])=[CH:14][CH:15]=[CH:16][CH:17]=1.[CH3:29][N:30]=[C:31]=[O:32]>C(Cl)Cl>[CH3:27][C:24]1[C:23]([CH3:28])=[C:22]([NH:21][S:18]([C:13]2[C:12]([C:3]3[CH:4]=[CH:5][C:6]([CH2:8][CH:9]([CH3:11])[CH3:10])=[CH:7][C:2]=3[NH:1][C:31]([NH:30][CH3:29])=[O:32])=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:20])=[O:19])[O:26][N:25]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 9908909153624-15-8

Product 1

HCID 10647471HCID 10647471, compoundYield 104%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the compound of Example 32 (50 mg, 0.12 mmol) in 1.3 mL of methylene chloride at 0° C., methyl isocyanate (71 mg, 1.2 mmol) was added. The reaction was stirred at room temperature for 3 hours and concentrated. The residue was crystallized from methylene chloride/hexanes to afford 57 mg (100%) of the title compound as a white crystalline solid, m.p. 172-174° C.

Workup

  1. concentrationconcentrated
  2. customThe residue was crystallized from methylene chloride/hexanes

Sources & evidence

ORD record
ord-a9e778497a6e4c9e84f964e6b7adfc96
Source dataset
uspto-grants-2000_08
Patent number
US06107320

Reaction notes

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