Methanol → HCID 20371005, compound

HRID 616085Notes

Reaction equation

HRID 616085 reaction equation
[CH3:1][O:2][C:3]([NH:5][C:6](=[S:20])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([CH3:16])=[O:15])=[CH:10][C:9]=1[N+:17]([O-])=O)=[O:4].CO>[Fe].O>[NH2:17][C:9]1[CH:10]=[C:11]([S:14]([CH3:16])=[O:15])[CH:12]=[CH:13][C:8]=1[NH:7][C:6]([NH:5][C:3]([O:2][CH3:1])=[O:4])=[S:20]

Participants

5

Reactant 2

HCID 887MethanolHCID 20371026HCID 20371026, compound

Product 1

HCID 20371005HCID 20371005, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

1.5 G. of 1-(3-methoxycarbonyl-2-thioureido)-4-methylsulfinyl-2-nitrobenzene is treated in a boiling mixture of 240 ml. methanol and 60 ml. water with 1.5 g. iron powder and 0.75 g. ferrous sulfate for 3 hours. The mixture is filtered and the filtrate concentrated to a small volume, and diluted with water. The white solid is collected and recrystallized from ethanol, yielding pure 2-amino-4-methylsulfinyl-1-(3-methoxycarbonyl-2-thioureido)-benzene.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate concentrated to a small volume
  3. additiondiluted with water
  4. customThe white solid is collected
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-26878b7a0d954abfa87e673c628b94b8
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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