Methane → HCID 22749927, compound

HRID 616079Notes

Reaction equation

HRID 616079 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:10][CH2:11][CH3:12])=[O:9])=[CH:4][C:3]=1[N+:13]([O-])=O.C.[H][H]>CO>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:10][CH2:11][CH3:12])=[O:9])=[CH:4][C:3]=1[NH2:13]

Participants

5

Reactant 3

HCID 297MethaneHCID 203628252-Nitro-4-(propane-1-sulfinyl)anilineHCID 178418361HCID 178418361, compound2×

Product 1

HCID 22749927HCID 22749927, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.07 G. of 1-amino-2-nitro-4-n-propylsulfinylbenzene and 1 g. of 5% palladized charcoal in 100 ml. methanol are treated with hydrogen at atmospheric pressure until the theoretical uptake of hydrogen has occured (about 1 hour). The mixture is filtered and the filtrate evaporated to give 1,2-diamino-4-n-propylsulfinylbenzene. This is treated, in 20 ml. acetone, with 2.5 g. methoxy carbonyl isothiocyanate. The mixture is kept at room temperature overnight and then concentrated under vacuum. The residue is triturated with ether and recrystallized from acetone, yielding 1,2-bis-(3-carbomethoxy-2-thioureido)-4-n-propylsulfinylbenzene.

Workup

  1. custom(about 1 hour)
  2. filtrationThe mixture is filtered
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-eada8bb5303f4742953b36d397577483
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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