2,4,4-trimethyl-8-nitro-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]oxazin-1-one → 8-amino-2,4,4-trimethyl-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]oxazin-1-one

HRID 633457ノート

反応式

HRID 633457 の反応式
[CH3:1][N:2]1[C:19](=[O:20])[N:5]2[C:6]3[CH:15]=[C:14]([N+:16]([O-])=O)[CH:13]=[CH:12][C:7]=3[O:8][C:9]([CH3:11])([CH3:10])[C:4]2=[N:3]1>CO.[Pd]>[NH2:16][C:14]1[CH:13]=[CH:12][C:7]2[O:8][C:9]([CH3:11])([CH3:10])[C:4]3[N:5]([C:19](=[O:20])[N:2]([CH3:1])[N:3]=3)[C:6]=2[CH:15]=1

参加物

4

反応物 1

HCID 867045432,4,4-trimethyl-8-nitro-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]oxazin-1-one

生成物 1

HCID 867045448-amino-2,4,4-trimethyl-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]oxazin-1-one収率 110.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

2,4,4-Trimethyl-8-nitro-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]oxazin-1-one (249 mg) and 10% Pd—C were suspended in methanol (5 mL). The reaction mixture was stirred at room temperature under H2 atmosphere (1 atm) overnight. The catalyst was filtered off over celite and washed with methanol (5×20 mL). The filtrate was evaporated to give 8-amino-2,4,4-trimethyl-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]oxazin-1-one (245 mg, quant).

後処理

  1. filtrationThe catalyst was filtered off over celite
  2. washwashed with methanol (5×20 mL)
  3. customThe filtrate was evaporated

出典と根拠

ORDレコード
ord-d901a16435ab443bbf96d5d141376198
出典データセット
uspto-grants-2016_04
特許番号
US09321763B2

反応ノート

読み込み中…