Methyl Isocyanate → HCID 20282703, compound

HRID 463289Notes

Reaction equation

HRID 463289 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH:10]([S:17][C:18]2[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=2)[CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[CH:4][CH:3]=1.[CH3:25][N:26]=[C:27]=[O:28]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH:10]([S:17][C:18]2[CH:19]=[CH:20][C:21]([NH:24][C:27]([NH:26][CH3:25])=[O:28])=[CH:22][CH:23]=2)[CH2:11][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 13457330HCID 13457330, compound

Product 1

HCID 20282703HCID 20282703, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-[4-(4-chlorophenyl)-2-(4-aminophenylthio)-n-butyl]imidazole (360 mg) in dry tetrahydrofuran (10 ml) was treated with 0.16 ml of methyl isocyanate. The solution was warmed at gentle reflux overnight and the solvent evaporated. The residue was chromatographed on silica gel eluting with 2.2% water in ethyl acetate to give 1-[4-(4-chlorophenyl)-2-(4-methylaminocarbonylaminophenylthio)-n-butyl]imidazole.

Workup

  1. temperatureThe solution was warmed
  2. temperatureat gentle reflux overnight
  3. customthe solvent evaporated
  4. customThe residue was chromatographed on silica gel eluting with 2.2% water in ethyl acetate

Sources & evidence

ORD record
ord-1f4fb5f1afa44541a379cde81f28014e
Source dataset
uspto-grants-1985_05
Patent number
US04518607

Reaction notes

Loading…