Ammonia → 2-Carbamoyl-3-fluorobenzoic acid

HRID 1758574노트

반응식

HRID 1758574 반응식
[NH3:1].[F:2][C:3]1[CH:13]=[CH:12][CH:11]=[C:5]2[C:6]([O:8][C:9](=[O:10])[C:4]=12)=[O:7].N.C(COC)OC>>[F:2][C:3]1[CH:13]=[CH:12][CH:11]=[C:5]([C:6]([OH:8])=[O:7])[C:4]=1[C:9]([NH2:1])=[O:10]

참가 물질

4

반응물 3

HCID 222Ammonia2회HCID 695513-Fluorophthalic anhydride2회HCID 57432834HCID 57432834, 화합물

생성물 1

HCID 195936842-Carbamoyl-3-fluorobenzoic acid

실험 절차

A first solution of 3.32 parts of 3-fluorophthalic anhydride in 43 parts of dimethoxyethane was prepared. Separately, 86 parts of dimethoxyethane was added to a reaction vessel and ammonia was bubbled in to form a saturated solution of ammonia in dimethoxyethane. The ammonia addition was continued to maintain an excess while the 3-fluorophthalic anhydride solution was added to the ammonia/dimethoxyethane solution, slower with stirring over a 40 minute period. When all of the 3-fluorophthalic anhydride had been added, the ammonia addition was stopped and the reaction mixture was stirred for an additional five minute period to assure completion of the reaction. The dimethoxyethane was removed under reduced pressure. The remaining crude product was analyzed by C13 nuclear magnetic resonance 3-fluorophthalamic acid. A portion of the salt was dissolved in water, acidified, with concentrated hydrochloric acid to a pH of about 2.0, then cooled to form a white crystalline 3-fluorophthalamic acid having a melting point of 129°-132° C.

후처리

  1. stirringthe reaction mixture was stirred for an additional five minute period
  2. customcompletion of the reaction
  3. customThe dimethoxyethane was removed under reduced pressure
  4. dissolutionA portion of the salt was dissolved in water
  5. temperaturecooled

출처 및 근거

ORD 기록
ord-9d3799ff13b04b25b487e782cc2af0ff
출처 데이터셋
uspto-grants-1983_02
특허 번호
US04374267

반응 노트

불러오는 중…