Potassium Hydroxide → 4-Benzyl-3-n-butoxy-5-sulfamylbenzoic acid

HRID 328966노트

반응식

HRID 328966 반응식
[C:1]([C:9]1[C:17]([S:18](=[O:21])(=[O:20])[NH2:19])=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[O:22][CH2:23][CH2:24][CH2:25][CH3:26])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.NN.[OH-].[K+]>O.C(O)COCCO>[CH2:1]([C:9]1[C:17]([S:18](=[O:21])(=[O:20])[NH2:19])=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[O:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 537122234-Benzoyl-3-n-butoxy-5-sulfamylbenzoic acid

생성물 1

HCID 537356464-Benzyl-3-n-butoxy-5-sulfamylbenzoic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8117Diethylene Glycol용매

반응 조건

온도
130 °C

실험 절차

A mixture of 4-benzoyl-3-n-butoxy-5-sulfamylbenzoic acid (0.94 g), 98% aqueous hydrazine hydrate (1.5 ml), potassium hydroxide (0.5 g) in water (1.0 ml) and diethylene glycol (6.5 ml) is stirred at about 130° C. for 3 hours. The temperature is then slowly raised to 215° C. allowing volatile material to distil off. The stirring at 215° C. is continued for a further 2-3 hours until the nitrogen evolution has ceased. After cooling and dilution with water (10 ml), the resulting solution is acidified with conc. hydrochloric acid (1 ml). The resulting precipitate is collected by filtration and washed with water. After drying and recrystallization twice from aqueous ethanol, 4-benzyl-3-n-butoxy-5-sulfamylbenzoic acid is obtained with a melting point of 228°-229° C.

후처리

  1. temperatureThe temperature is then slowly raised to 215° C.
  2. customto distil off
  3. waitThe stirring at 215° C. is continued for a further 2-3 hours until the nitrogen evolution
  4. temperatureAfter cooling
  5. filtrationThe resulting precipitate is collected by filtration
  6. washwashed with water
  7. customAfter drying
  8. customrecrystallization twice from aqueous ethanol

출처 및 근거

ORD 기록
ord-5f8ae46e8e964b16821ab7255bda57cf
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04018794

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