Isopropanol → HCID 178491933, compound

HRID 903937Notes

Reaction equation

HRID 903937 reaction equation
Cl.[NH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.[N:12]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=1)=[C:13]=[S:14].C(=O)([O-])O.[Na+].CC(O)C>O>[CH3:22][O:21][C:18]1[CH:17]=[CH:16][C:15]([N:12]2[C:4]([C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:3][N:2]=[C:13]2[SH:14])=[CH:20][CH:19]=1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 752934-Methoxyphenyl isothiocyanateHCID 516892Sodium BicarbonateHCID 2723597Ethanone, 2-amino-1-phenyl-, hydrochloride (1:1)

Product 1

HCID 178491933HCID 178491933, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 17.5 parts of 2-amino-1-phenylethanone hydrochloride, 16.5 parts of 1-isothiocyanato-4-methoxybenzene, 10 parts of sodium hydrogen carbonate and 200 parts of 2-propanol is stirred first for 30 minutes at room temperature and further for 2 hours at reflux temperature. The reaction mixture is poured onto 500 parts of water. The product is filtered off and stirred and refluxed for 1 hour with 240 parts of hydrochloric acid solution 10%. After cooling, the product is filtered off, washed with water and 2-propanol, and dried, yielding 25.3 parts (90%) of 1-(4-methoxyphenyl)-5-phenyl-1H-imidazole-2-thiol; m.p. 267.4° C.

Workup

  1. temperatureat reflux temperature
  2. filtrationThe product is filtered off
  3. stirringstirred
  4. temperaturerefluxed for 1 hour with 240 parts of hydrochloric acid solution 10%
  5. temperatureAfter cooling
  6. filtrationthe product is filtered off
  7. washwashed with water and 2-propanol
  8. customdried

Sources & evidence

ORD record
ord-3f343a572d8f41b5b1967db150308d46
Source dataset
uspto-grants-1980_10
Patent number
US04229460

Reaction notes

Loading…