Hydrochloric Acid → HCID 15053497, compound

HRID 2107230Notes

Reaction equation

HRID 2107230 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[O:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1.[C:14]1([N:20]=[C:21]=[S:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.Cl>CN(C)P(=O)(N(C)C)N(C)C>[C:14]1([NH:20][C:21](=[S:22])[NH:1][C:2]2[S:3][CH:4]=[C:5]([C:7](=[O:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7673Phenyl IsothiocyanateHCID 4356513Ethyl 2-(2-Amino-4-thiazolyl)-2-oxoacetate

Product 1

HCID 15053497HCID 15053497, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Conditions

Temperature
60 °C

Procedure

5 g of ethyl 2-aminothiazol-4-ylglyoxylate were dissolved in 30 ml of hexamethylphosphoric triamide, and 5.2 g of phenyl isothiocyanate were added to the resulting solution under ice-cooling. The reaction mixture was kept stirred at an external temperature of 60° C. for 8 hours, then acidified with dilute hydrochloric acid and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The crystals which precipitated out were collected by filtration to give the desired compound as pale yellow crystals.

Workup

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe crystals which precipitated out
  6. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-29810f88970c4a188e092b92e743a493
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

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