Hydrazine hydrate (1:1) → tert-Butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamate

HRID 62667

反応式

HRID 62667 の反応式
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[CH:7]=[CH:6][C:5]=1[NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])([O-])=O.O.NN>CO>[NH2:1][C:4]1[CH:9]=[C:8]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[CH:7]=[CH:6][C:5]=1[NH:15][C:16](=[O:22])[O:17][C:18]([CH3:20])([CH3:19])[CH3:21]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 59736984tert-Butyl 2-nitro-4-(thiophen-2-yl)phenylcarbamate

生成物 1

HCID 57717474tert-Butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamate収率 83%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

To a solution of tert-butyl (2-nitro-4-(thiophen-2-yl)phenyl)carbamate (1.6 g, 4.99 mmol, 1 eq.) in methanol (20 mL) was added hydrazine hydrate (14 mL) and ferric chloride (0.05 g, 0.3 mmol, 0.06 eq.). The resulting mixture was warmed to 60° C. and stirred for 2 h. The reaction was then filtered through Celite, the solids were washed with MeOH. The filtrate was concentrated under reduced pressure. Water was added to the residue and the suspension was stirred for 1 h. The obtained solid was filtered, washed with hexanes then dried to yield tert-butyl (2-amino-4-(thiophen-2-yl)phenyl)carbamate (1.2 g, 83% yield).

後処理

  1. filtrationThe reaction was then filtered through Celite
  2. washthe solids were washed with MeOH
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. additionWater was added to the residue
  5. stirringthe suspension was stirred for 1 h
  6. filtrationThe obtained solid was filtered
  7. washwashed with hexanes
  8. customthen dried

出典と根拠

ORDレコード
ord-b1815fdfd6c64e5a97cd19b00096e39b
出典データセット
uspto-grants-2016_09
特許番号
US09447030B2

関連ノート

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