Methane → HCID 21822417, compound

HRID 616134Notes

Reaction equation

HRID 616134 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:4][C:3]=1[N+:13]([O-])=O.C.[H][H]>CO>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][CH2:11][CH3:12])=[CH:4][C:3]=1[NH2:13]

Participants

5

Reactant 3

HCID 297MethaneHCID 27335834-Butoxy-2-nitroanilineHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21822417HCID 21822417, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.1 G. of 1-amino-4-n-butoxy-2-nitrobenzene, prepared according to Example XXXV, 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 occurred. The mixture is filtered and the filtrate evaporated to give 1,2-diamino-4-n-butoxybenzene. This is treated, in 60 ml. acetone, with 7.0 g. methoxycarbonyl isothiocyanate. The mixture is kept at room temperature overnight and then concentrated under vacuum. The residue is stirred with water, filtered and recrystallized from dichloromethane/benzene yielding 1,2-bis-(3-methoxycarbonyl-2-thioureido)-4-n-butoxybenzene.

Workup

  1. filtrationThe mixture is filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-fc87d004adbb4de3a72619dba4124ded
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

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