3-amino-4-hydroxy-N-(1-propylbutyl)benzamide → N-(heptan-4-yl)-2-(methylthio)benzo[d]oxazole-5-carboxamide

HRID 339343ノート

反応式

HRID 339343 の反応式
[CH3:1][CH2:2][CH2:3][CH:4]([NH:8][C:9]([C:11]1[CH:12]=[CH:13][C:14]2[O:18][C:17]([SH:19])=[N:16][C:15]=2[CH:20]=1)=[O:10])[CH2:5][CH2:6][CH3:7].N[C:22]1C=C(C=CC=1O)C(NC(CCC)CCC)=O>CCO>[CH3:7][CH2:6][CH2:5][CH:4]([NH:8][C:9]([C:11]1[CH:12]=[CH:13][C:14]2[O:18][C:17]([S:19][CH3:22])=[N:16][C:15]=2[CH:20]=1)=[O:10])[CH2:3][CH2:2][CH3:1]

参加物

4

反応物 2

HCID 667731203-amino-4-hydroxy-N-(1-propylbutyl)benzamideHCID 178443996N-(Heptan-4-yl)-2-(mercapto)benzo[d]oxazole-5-carboxamide

生成物 1

HCID 57528011N-(heptan-4-yl)-2-(methylthio)benzo[d]oxazole-5-carboxamide収率 55%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

N-(Heptan-4-yl)-2-(mercapto)benzo[d]oxazole-5-carboxamide: To a solution 3-amino-4-hydroxy-N-(1-propylbutyl)benzamide (example 41a) (250 mg, 1.0 mmol) in EtOH was added KSCSOEt (160 mg, 1.0 mmol). The resulting reaction mixture was heated at 80° C. overnight. The solvent was removed under reduced pressure. And the residue was taken up in water. The resulting mixture was acidified with HOAc to pH ˜5 and then filtered. The residue was washed with water to afford the product as a white solid (160 mg, 55%). MS (M+H, 293.1).

後処理

  1. customThe resulting reaction mixture
  2. customThe solvent was removed under reduced pressure
  3. filtrationfiltered
  4. washThe residue was washed with water

出典と根拠

ORDレコード
ord-91914baf27bd4fb09880c9ae808d1015
出典データセット
uspto-grants-2014_11
特許番号
US08895050B2

反応ノート

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