Sodium Hydroxide → 2-N-Boc-Amino-Thiazole-5-Carboxylic Acid

HRID 1874006노트

반응식

HRID 1874006 반응식
[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][C:11]([C:14]([O:16]CC)=[O:15])=[CH:12][N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][C:11]([C:14]([OH:16])=[O:15])=[CH:12][N:13]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 7213140Ethyl 2-((tert-butoxy(hydroxy)methylidene)amino)-1,3-thiazole-5-carboxylate

생성물 1

HCID 222714422-N-Boc-Amino-Thiazole-5-Carboxylic Acid수율 101%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a vigorously stirred suspension of ethyl 2-(tert-butoxycarbonylamino)thiazole-5-carboxylate (4.2 g, 15 mmol) in methanol (11 mL) was added 2 M aqueous solution of NaOH (22 mL, 44.0 mmol). The suspension was stirred at room temperature overnight. The mixture was concentrated in vacuo to remove methanol. The residual aqueous suspension was acidified with 6 N aqueous solution of HCl to pH ˜1-2. The mixture was stirred and occasionally sonicated for 1 hr. The solid was filtered, washed with water, and dried to give 2-(tert-butoxycarbonylamino)thiazole-5-carboxylic acid (3.7 g, 100% yield) as a white solid. MS found: (M+H-Boc)+=145.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. customto remove methanol
  3. stirringThe mixture was stirred
  4. customoccasionally sonicated for 1 hr
  5. filtrationThe solid was filtered
  6. washwashed with water
  7. customdried

출처 및 근거

ORD 기록
ord-09a7564e41b348dd8398446661c3ba65
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304539B2

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