Hydrochloric Acid → 4-(1,2-Dihydroxyethyl)-2-(3-phenylureido)thiazole

HRID 2107235Notes

Reaction equation

HRID 2107235 reaction equation
CO.[C:3]1([NH:9][C:10](=[O:24])[NH:11][C:12]2[S:13][CH:14]=[C:15]([C:17](=[O:23])[C:18](OCC)=[O:19])[N:16]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[BH4-].[Na+].Cl>O1CCCC1>[OH:23][CH:17]([C:15]1[N:16]=[C:12]([NH:11][C:10]([NH:9][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[O:24])[S:13][CH:14]=1)[CH2:18][OH:19]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 4311764Sodium borohydrideHCID 15053489Ethyl 2-(3-phenylureido)thiazol-4-ylglyoxylate

Product 1

HCID 150535134-(1,2-Dihydroxyethyl)-2-(3-phenylureido)thiazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7 ml of methanol were added dropwise, over a period of one hour, to a mixture comprising 1 g of ethyl 2-(3-phenylureido)thiazol-4-ylglyoxylate, 0.6 g of sodium borohydride and 20 ml of tetrahydrofuran kept heated under reflux. The resulting mixture was cooled to room temperature and acidified with 3N hydrochloric acid. The solvent was evaporated off under reduced pressure, and the residue was washed with water, giving the desired compound as a white powder.

Workup

  1. temperaturekept heated
  2. temperatureunder reflux
  3. customThe solvent was evaporated off under reduced pressure
  4. washthe residue was washed with water

Sources & evidence

ORD record
ord-f832a9c983a341858321a4461251b089
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

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