2-Acetamido-4-methylthiazole-5-sulfonic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amide → 2-Amino-4-methyl-thiazole-5-sulfonic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amide

HRID 900873노트

반응식

HRID 900873 반응식
[OH:1][CH2:2][C:3]([NH:7][S:8]([C:11]1[S:15][C:14]([NH:16]C(=O)C)=[N:13][C:12]=1[CH3:20])(=[O:10])=[O:9])([CH2:5][OH:6])[CH3:4]>Cl>[OH:6][CH2:5][C:3]([NH:7][S:8]([C:11]1[S:15][C:14]([NH2:16])=[N:13][C:12]=1[CH3:20])(=[O:10])=[O:9])([CH2:2][OH:1])[CH3:4]

참가 물질

3

반응물 1

HCID 866071002-Acetamido-4-methylthiazole-5-sulfonic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amide

생성물 1

HCID 866071012-Amino-4-methyl-thiazole-5-sulfonic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amide수율 38.3%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

반응 조건

온도
80 °C

실험 절차

A stirred suspension of 2-acetamido-4-methyl-thiazole-5-sulfonic acid (2-hydroxy-1-hydroxymethyl-1-methyl-ethyl)-amide (0.33 g, 1.02 mmol) in 6N hydrochloric acid (4 ml) was heated for 2 h at 80° C., evaporated., and saturated NaHCO3 solution (30 ml) was added. The mixture was extracted with ethyl acetate (3×50 ml), the combined organic layers washed with brine (30 ml) and dried (MgSO4). The crude product was further purified by crystallization (dichloromethane/MeOH/hexane) to yield the title compound (0.11 g, 38%) as a white solid. MS (ISP) 280.0 [(M−H)−]; mp 170° C.

후처리

  1. customevaporated
  2. addition, and saturated NaHCO3 solution (30 ml) was added
  3. extractionThe mixture was extracted with ethyl acetate (3×50 ml)
  4. washthe combined organic layers washed with brine (30 ml)
  5. dry with materialdried (MgSO4)
  6. customThe crude product was further purified by crystallization (dichloromethane/MeOH/hexane)

출처 및 근거

ORD 기록
ord-8d4a2942ebc54395a426452c166412e1
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07361659B2

반응 노트

불러오는 중…