Methylamine → N-Methyl-N'-(7-oxo-4,5,6,7-tetrahydro-1-benzothiophen-4-yl)thiourea

HRID 1730990Notes

Reaction equation

HRID 1730990 reaction equation
[O:1]=[C:2]1[C:7]2[S:8][CH:9]=[CH:10][C:6]=2[CH:5]([N:11]=[C:12]=[S:13])[CH2:4][CH2:3]1.C(Cl)Cl.[CH3:17][NH2:18]>C(O)C>[CH3:17][NH:18][C:12]([NH:11][CH:5]1[C:6]2[CH:10]=[CH:9][S:8][C:7]=2[C:2](=[O:1])[CH2:3][CH2:4]1)=[S:13]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 6344DichloromethaneHCID 214946334,5,6,7-Tetrahydro-7-oxobenzo[b]thien-4-ylisothiocyanate

Product 1

HCID 21494636N-Methyl-N'-(7-oxo-4,5,6,7-tetrahydro-1-benzothiophen-4-yl)thiourea

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4,5,6,7-tetrahydro-7-oxobenzo[b]thien-4-ylisothiocyanate (5.0 g) and methylene chloride (100 ml) is stirred and a saturated solution of methylamine in ethanol (15 ml ethanol saturated with methylamine) added. The mixture is stirred for 15 hours then heated at reflux for 2 hours, cooled and evaporated to dryness in vacuo. The residue is triturated with water, the title thiourea collected and dried.

Workup

  1. stirringThe mixture is stirred for 15 hours
  2. temperaturethen heated
  3. temperatureat reflux for 2 hours
  4. temperaturecooled
  5. customevaporated to dryness in vacuo
  6. customThe residue is triturated with water
  7. customthe title thiourea collected
  8. customdried

Sources & evidence

ORD record
ord-643b2c9ae97942ecbd22801e53523195
Source dataset
uspto-grants-1976_11
Patent number
US03994924

Reaction notes

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