Isopropanol → HCID 13304350, compound

HRID 1719453Notes

Reaction equation

HRID 1719453 reaction equation
Cl[C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1.[CH3:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][N:13]1[C:18](=[O:21])[CH2:19][OH:20].[OH-].[K+].C(O)(C)C>O>[CH3:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][N:13]1[C:18](=[O:21])[CH2:19][O:20][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 14797Potassium HydroxideHCID 799301,2,4-Thiadiazole, 5-chloro-3-(trichloromethyl)-HCID 128746712-Hydroxy-1-(2-methylpiperidin-1-yl)ethan-1-one

Product 1

HCID 13304350HCID 13304350, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
-10 °C

Procedure

17 g (0.07 mol) of 5-chloro-3-trichloromethyl-1,2,4-thiadiazole are added to a stirred mixture which comprises 11 g (0.07 mol) of hydroxyacetic acid 2-methylpiperidide, 4.5 g (0.07 mol) of potassium hydroxide powder and 100 ml of isopropanol and has been cooled to -10° C. The reaction mixture is stirred for 20 hours at -10° C. and then poured into water, and the product is filtered off under suction and washed with water. 18 g (72% of theory) of (3-trichloromethyl-1,2,4-thiadiazol-5-yl)-oxyacetic acid 2-methyl-piperidide are obtained in the form of a white powder of melting point 88° C.

Workup

  1. filtrationthe product is filtered off under suction
  2. washwashed with water

Sources & evidence

ORD record
ord-13f4253857e842daaf2ec4c432619690
Source dataset
uspto-grants-1985_09
Patent number
US04540430

Reaction notes

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