Methyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamate → HCID 178502046, compound

HRID 614564Notes

Reaction equation

HRID 614564 reaction equation
[CH2:1]([S:8]([C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[C:12]([NH2:17])[CH:11]=1)=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:18][O:19][C:20]([NH:22][C:23](=NC(OC)=O)SC)=[O:21]>CO.C(O)(=O)C>[CH2:1]([S:8]([C:10]1[CH:15]=[CH:14][C:13]2[NH:16][C:23]([NH:22][C:20](=[O:21])[O:19][CH3:18])=[N:17][C:12]=2[CH:11]=1)=[O:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 98708Methyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 213280444-(Phenylmethanesulfinyl)benzene-1,2-diamine

Product 1

HCID 178502046HCID 178502046, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

To 3.34 g (14.5 mMol) of 4-(benzyl)sulfinyl-1,2-diaminobenzene in 35 ml methanol and 0.84 ml acetic acid is added 3.11 g (16 mMol) 1,3-bis(methoxycarbonyl)-S-methyl isothiourea, and the resulting solution heated to reflux for 3 hours. The solvent is removed in vacuo, the solid digested with water and filtered and washed with ether. The resulting solid is recrystallized from ethanol to yield the title compound.

Workup

  1. temperaturethe resulting solution heated
  2. temperatureto reflux for 3 hours
  3. customThe solvent is removed in vacuo
  4. filtrationthe solid digested with water and filtered
  5. washwashed with ether
  6. customThe resulting solid is recrystallized from ethanol

Sources & evidence

ORD record
ord-88012756ff2c479e819637a6d7f41d61
Source dataset
uspto-grants-1979_03
Patent number
US04145433

Reaction notes

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