Ammonia → 3-(2-Formylphenyl)benzo[d]isoxazole-6-carboxamide

HRID 475430노트

반응식

HRID 475430 반응식
[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]([OH:20])=O)=[CH:17][C:12]=2[O:11][N:10]=1)=[O:2].C(N1C=CN=C1)([N:23]1C=CN=C1)=O.N>CN1CCCC1=O>[CH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]([NH2:23])=[O:20])=[CH:17][C:12]=2[O:11][N:10]=1)=[O:2]

참가 물질

5

반응물 3

HCID 222AmmoniaHCID 682631,1'-CarbonyldiimidazoleHCID 867622653-(2-Formylphenyl)benzo[d]isoxazole-6-carboxylic acid2회

생성물 1

HCID 866759963-(2-Formylphenyl)benzo[d]isoxazole-6-carboxamide수율 91.6%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

To a solution of 3-(2-formylphenyl)benzo[d]isoxazole-6-carboxylic acid (Compound 6) (60.2 g) in N-methyl-2-pyrrolidinone (600 mL) at room temperature was added in one portion 1,1′-carbonyldiimidazole (40.2 g) and the solution stirred at room temperature under nitrogen for 2 h then poured into specific gravity 0.880 aqueous ammonia solution. The suspension was stirred mechanically at room temperature for 2 h then filtered. The still moist collected solid was triturated in methanol (200 mL) at room temperature then filtered, this material was triturated again with methanol (100 mL) then filtered and dried in vacuo to give the title product (54.92 g).

후처리

  1. stirringThe suspension was stirred mechanically at room temperature for 2 h
  2. filtrationthen filtered
  3. customThe still moist collected solid
  4. customwas triturated in methanol (200 mL) at room temperature
  5. filtrationthen filtered
  6. customthis material was triturated again with methanol (100 mL)
  7. filtrationthen filtered
  8. customdried in vacuo

출처 및 근거

ORD 기록
ord-370afcd2fd07454c998ff5f82366b1c3
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637551B2

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