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

HRID 62021ノート

反応式

HRID 62021 の反応式
[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

参加物

4

反応物 2

HCID 462019253,4-Bis(benzyloxy)-5-nitrobenzoic acidHCID 83401048HCID 83401048、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-bfc8d16801ea486c94860d5c14b24560
出典データセット
uspto-grants-2016_09
特許番号
US09446012B2

反応ノート

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