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

HRID 62667

반응식

HRID 62667 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-b1815fdfd6c64e5a97cd19b00096e39b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447030B2

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