Butanoic acid, 4-chloro-4-oxo-, ethyl ester → HCID 20202621, compound

HRID 978333Notes

Reaction equation

HRID 978333 reaction equation
[CH3:1][NH:2][C:3](=[S:12])[NH:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:13]([CH2:18][CH2:19][C:20](Cl)=[O:21])([O:15][CH2:16][CH3:17])=[O:14]>C1(C)C=CC=CC=1>[CH3:1][NH:2][C:3](=[S:12])[NH:4][N:5]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:20](=[O:21])[CH2:19][CH2:18][C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

4

Reactant 2

HCID 84648Butanoic acid, 4-chloro-4-oxo-, ethyl esterHCID 4405145ST50547281

Product 1

HCID 20202621HCID 20202621, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

With 100 ml of toluene was mixed 18.1 g of 4-methyl-1-phenylthiosemicarbazide as prepared in Synthesis Example 1, and 18.1 g of β-carboethoxypropionyl chloride was added thereto. The mixture was heated at 80° C. for 3 hours and then cooled to obtain crystals of 4-methyl-1-phenyl-1-(β-carboethoxypropionyl)thiosemicarbazide. Ten grams of the product was suspended in 70 ml of ethanol, followed by heat refluxing, and a small amount of sodium ethoxide was added to the reaction mixture. The reaction mixture once became uniform, and then crystals precipitated. After cooling, the thus formed crystals were removed by filtration and dried to obtain 16.0 g (55%) of Compound No. 64. Melting point: 162°-163° C.

Workup

  1. additionwas added
  2. temperaturecooled

Sources & evidence

ORD record
ord-ce3c005adde54d6f9a929cbae4081dbc
Source dataset
uspto-grants-1987_05
Patent number
US04665017

Reaction notes

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