Thiourea → HCID 131715209, compound

HRID 648857Notes

Reaction equation

HRID 648857 reaction equation
[Br:1][CH2:2][C:3]1[C:12]([S:13]([N:16]([CH3:18])[CH3:17])(=[O:15])=[O:14])=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].[NH2:19][C:20]([NH2:22])=[S:21]>CO>[BrH:1].[NH2:22][C:20](=[NH:19])[S:21][CH2:2][C:3]1[C:12]([S:13]([N:16]([CH3:18])[CH3:17])(=[O:15])=[O:14])=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 14153223HCID 14153223, compound

Product 1

HCID 131715209HCID 131715209, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the crude reaction mixture from Example 11 and 4.5 g thiourea in 150 ml methanol was heated at reflux temperature for 1.5 hours. Removal of the methanol in vacuo left a viscous oil which afforded a white solid upon trituration with ethyl acetate and filtration. The yield of the title isothiouronium bromide salt, m.p. 157°-164°(dec.), was 22.2 g.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 1.5 hours
  3. customRemoval of the methanol in vacuo
  4. waitleft a viscous oil which
  5. customafforded a white solid upon trituration
  6. filtrationwith ethyl acetate and filtration

Sources & evidence

ORD record
ord-88e668300b14488f943b8d173cf3195b
Source dataset
uspto-grants-1988_04
Patent number
US04737185

Reaction notes

Loading…