Chloroacetaldehyde → HCID 6483424, compound

HRID 1722759Notes

Reaction equation

HRID 1722759 reaction equation
[C:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[O:18][N:17]=[C:16]([CH3:19])[CH:15]=2)=[CH:6][CH:5]=1)(=[S:3])[NH2:2].Cl[CH2:23][CH:24]=O>C(O)C>[CH3:19][C:16]1[CH:15]=[C:14]([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][O:8][C:7]2[CH:6]=[CH:5][C:4]([C:1]3[S:3][CH:23]=[CH:24][N:2]=3)=[CH:21][CH:20]=2)[O:18][N:17]=1

Participants

4

Reactant 2

HCID 33ChloroacetaldehydeHCID 54397772HCID 54397772, compound

Product 1

HCID 6483424HCID 6483424, compoundYield 55.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 7.5 g 5-[5(4-thiocarbamylphenoxy)pentyl]-3-methylisoxazole and 24.6 g chloroacetaldehyde (50% in water) in 150 ml absolute ethanol was refluxed for 3.5 hours. The reaction mixture was concentrated in vacuo and the residue recrystallized from ethyl acetate-hexane to give 4.5 g 3-methyl-5-{5-[4-(2-thiazolyl)phenoxy]pentyl}isoxazole, m.p. 78-80° C.

Workup

  1. temperaturewas refluxed for 3.5 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customthe residue recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-6ed46ccfb88c4db0956f7c49b6b2981c
Source dataset
uspto-grants-1989_08
Patent number
US04857539

Reaction notes

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