Acetic Acid → HCID 178461000, compound

HRID 616913Notes

Reaction equation

HRID 616913 reaction equation
[CH2:1]([S:4]([C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]([NH2:13])[CH:7]=1)=[O:5])[CH2:2][CH3:3].C(O)(=O)C.[CH3:18][O:19][C:20]([NH:22][C:23](=NC(OC)=O)SC)=[O:21].O>CO>[CH2:1]([S:4]([C:6]1[CH:11]=[CH:10][C:9]2[NH:12][C:23]([NH:22][C:20](=[O:21])[O:19][CH3:18])=[N:13][C:8]=2[CH:7]=1)=[O:5])[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 98708Methyl [[(methoxycarbonyl)amino](methylthio)methylene]carbamateHCID 22749927HCID 22749927, compound

Product 1

HCID 178461000HCID 178461000, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 3.56 g (18 mMol) 4-(1-propylsulfinyl)-1,2-diaminobenzene in 45 ml methanol is added 1.03 ml acetic acid and 3.84 g (19.8 mMol) 1,3-bis(methoxycarbonyl)-S-methyl isothiourea. The resulting solution is heated to reflux for 21/2 hours, cooled and the solvent stripped. The white solid is digested with water, filtered, washed with ether and dried to yield 4.1 g of the title compound in the form of a white solid, m.p. 215°-216°, yield 81%.

Workup

  1. temperatureThe resulting solution is heated
  2. temperatureto reflux for 21/2 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. washwashed with ether
  6. customdried

Sources & evidence

ORD record
ord-0f7729ea4a194c73931e08ffc90a55db
Source dataset
uspto-grants-1978_02
Patent number
US04076825

Reaction notes

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