3,4-Bis(benzyloxy)-5-nitrobenzoic acid → [(Z)-[amino-[2-(trifluoromethyl)-3-pyridinyl]methylidene]amino] 3-nitro-4,5-bis(phenylmethoxy)benzoate

HRID 62021노트

반응식

HRID 62021 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([N+:26]([O-:28])=[O:27])[C:17]=1[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:12]([OH:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O/[N:30]=[C:31](\[NH2:42])/[C:32]1[CH:37]=[CH:36][CH:35]=[N:34][C:33]=1[C:38]([F:41])([F:40])[F:39]>CN(C)C=O>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([N+:26]([O-:28])=[O:27])[C:17]=1[O:18][CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[C:12]([O:14]/[N:30]=[C:31](\[NH2:42])/[C:32]1[CH:37]=[CH:36][CH:35]=[N:34][C:33]=1[C:38]([F:41])([F:39])[F:40])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 462019253,4-Bis(benzyloxy)-5-nitrobenzoic acidHCID 83401048HCID 83401048, 화합물

생성물 1

HCID 87544316[(Z)-[amino-[2-(trifluoromethyl)-3-pyridinyl]methylidene]amino] 3-nitro-4,5-bis(phenylmethoxy)benzoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of 3,4-bis(benzyloxy)-5-nitrobenzoic acid (0.759 g, 2 mmol) in dimethylformamide (10 mL) at room temperature was added 1,1-carbonyldiimidazole (0.34 g, 2.10 mmol) in one portion. The resulting yellow mixture was allowed to stir for ninety minutes whereupon (Z)—N′-hydroxy-2-(trifluoromethyl)nicotinimidamide (0.41 g, 2 mmol) was added in one portion. The resulting mixture was stifled at room temperature for two hours and then poured onto water (100 mL). The resulting precipitate was filtered off, washed with water and dried. After recrystallisation from dichloromethane/isopropanol, (Z)—N′-(3,4-bis(benzyloxy)-5-nitrobenzoyloxy)-2-(trifluoromethyl)nicotinimidamide was obtained as a light yellow solid, 0.88 g (78%).

후처리

  1. additionwas added in one portion
  2. additionpoured onto water (100 mL)
  3. filtrationThe resulting precipitate was filtered off
  4. washwashed with water
  5. customdried
  6. customAfter recrystallisation from dichloromethane/isopropanol

출처 및 근거

ORD 기록
ord-bfc8d16801ea486c94860d5c14b24560
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446012B2

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