HCID 20385078、化合物 → 3-Sulphamoyl-4-phenoxy-5-[gamma-(1-pyrrolyl)-propyl]-benzoic acid

HRID 47096ノート

反応式

HRID 47096 の反応式
[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]

参加物

5

反応物 1

HCID 20385078HCID 20385078、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 222Ammonia溶媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-509fd6c3ea764fbf8d6e777495f6b00c
出典データセット
uspto-grants-1979_11
特許番号
US04176190

反応ノート

読み込み中…