HCID 20385078, 화합물 → 3-Sulphamoyl-4-phenoxy-5-[gamma-(1-pyrrolyl)-propyl]-benzoic acid

HRID 47096노트

반응식

HRID 47096 반응식
[S:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([CH2:21][CH2:22][C:23]#[N:24])[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8]([OH:10])=[O:9])(=[O:4])(=[O:3])[NH2:2]>CO.N.[Ni]>[S:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([CH2:21][CH2:22][CH2:23][N:24]2[CH:12]=[CH:13][CH:5]=[CH:6]2)[C:13]=1[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:8]([OH:10])=[O:9])(=[O:3])(=[O:4])[NH2:2]

참가 물질

5

반응물 1

HCID 20385078HCID 20385078, 화합물

생성물 1

HCID 130210803-Sulphamoyl-4-phenoxy-5-[gamma-(1-pyrrolyl)-propyl]-benzoic acid

시약·촉매·용매 3

HCID 935Nickel촉매HCID 222Ammonia용매HCID 887Methanol용매

실험 절차

The nitrile (3.46 g) is dissolved in 70 ml of methanol saturated with ammonia, the solution is after-saturated for 30 minutes under an ammonia pressure of 5 bars and, after adding 1 g of Raney Ni, is hydrogenated for 12 hours at 70°-80° C. and under an initial hydrogen pressure of 100 bars. The catalyst is then filtered off and washed with methanol and the filtrate is evaporated. After taking up the residue in a little water, the solution is acidified and extracted by shaking with ethyl acetate and the acid aqueous phase is again evaporated, dried and extracted with ethanol, the ethanol extract is concentrated to 30 ml and ether is added: 3-sulphamoyl-4-phenoxy-5-[γ-aminopropyl]-benzoic acid hydrochloride crystallises out; melting point 259°-262° C.

후처리

  1. waitis hydrogenated for 12 hours at 70°-80° C. and under an initial hydrogen
  2. filtrationThe catalyst is then filtered off
  3. washwashed with methanol
  4. customthe filtrate is evaporated
  5. extractionextracted
  6. customthe acid aqueous phase is again evaporated
  7. customdried
  8. extractionextracted with ethanol
  9. extractionthe ethanol extract
  10. concentrationis concentrated to 30 ml and ether
  11. additionis added
  12. custom3-sulphamoyl-4-phenoxy-5-[γ-aminopropyl]-benzoic acid hydrochloride crystallises out

출처 및 근거

ORD 기록
ord-509fd6c3ea764fbf8d6e777495f6b00c
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04176190

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