Methanethiol → HCID 18421956, compound

HRID 2227194Notes

Reaction equation

HRID 2227194 reaction equation
[CH3:1][SH:2].[H-].[Na+].[Cl:5][C:6]1[C:12](Cl)=[CH:11][C:9]([NH2:10])=[C:8]([N+:14]([O-:16])=[O:15])[CH:7]=1.O>CN(C=O)C>[Cl:5][C:6]1[C:12]([S:2][CH3:1])=[CH:11][C:9]([NH2:10])=[C:8]([N+:14]([O-:16])=[O:15])[CH:7]=1

Participants

6

Reactant 4

HCID 878MethanethiolHCID 962WaterHCID 24758Sodium hydrideHCID 811494,5-Dichloro-2-nitroaniline

Product 1

HCID 18421956HCID 18421956, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl mercaptan gas was passed into a stirred suspension of 1.16 g (30 mmol) of 60% oil-dispersed NaH in 45 mL of DMF until evolution of H2 gas ceased. 5 g (24 mmol) of 4,5-dichloro-2-nitroaniline (Aldrich) was then added portionwise. After 30 min of stirring, the reaction mixture was poured into 200 mL of water. Yellow precipitate formed was collected by filtration and dried. This gave 3.8 g (72%) of the title compound as a yellow solid. 1H NMR (DMSO-d6) δ2.5 (s, 3H, CH3), 6.9 (s, 1H, aromatic), 7.6 (br s, 2H, NH2), 8.0 (s, 1H, aromatic)

Workup

  1. customYellow precipitate formed
  2. filtrationwas collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-50f3f097cb6146d992b52ce9c692050d
Source dataset
uspto-grants-2002_07
Patent number
US06413938B1

Reaction notes

Loading…