Methyl Isocyanate → HCID 23372659, compound

HRID 1899093Notes

Reaction equation

HRID 1899093 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([NH2:13])=[CH:10][C:9]=2[C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.[CH3:24][N:25]=[C:26]=[O:27]>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:12][C:11]([NH:13][C:26]([NH:25][CH3:24])=[O:27])=[CH:10][C:9]=2[C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 104978555-(4-Fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-2-thiophenamine

Product 1

HCID 23372659HCID 23372659, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-2-thiophenamine (0.9 g) and methyl isocyanate (1.4 ml) in tetrahydrofuran (20 ml) was stirred and refluxed for 1 hour. The solvent was evaporated and the residue (1.5 g) was purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (10:1) to give a brown powder of N-{5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-2-thienyl}-N'-methylurea (0.77 g).

Workup

  1. temperaturerefluxed for 1 hour
  2. customThe solvent was evaporated
  3. customthe residue (1.5 g) was purified by column chromatography on silica gel eluting with a mixture of chloroform and methanol (10:1)

Sources & evidence

ORD record
ord-40e3e4a0f0c149719d8cada41b16d32d
Source dataset
uspto-grants-1996_11
Patent number
US05571810

Reaction notes

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