1,4-Dioxane → 4-Amino-3-methylisothiazole-5-carboxylic acid

HRID 1782156노트

반응식

HRID 1782156 반응식
C(OC([NH:8][C:9]1[C:10]([CH3:17])=[N:11][S:12][C:13]=1[C:14]([OH:16])=[O:15])=O)(C)(C)C.O1CCOCC1>Cl>[NH2:8][C:9]1[C:10]([CH3:17])=[N:11][S:12][C:13]=1[C:14]([OH:16])=[O:15]

참가 물질

4

반응물 2

HCID 312751,4-DioxaneHCID 547572144-((tert-Butoxycarbonyl)amino)-3-methylisothiazole-5-carboxylic acid

생성물 1

HCID 228318524-Amino-3-methylisothiazole-5-carboxylic acid

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

4-tert-Butoxycarbonylamino-3-methyl-isothiazole-5-carboxylic acid (method 56) (11 g, 45 mmol) was dissolved in 50 mL of 4M solution of HCl in 1,4-dioxane (200 mmol) and the resulting solution was stirred at room temperature overnight. The TLC showed the complete disappearance of the starting acid. The reaction was concentrated and the residue was triturated with ether and the precipitated hydrochloride salt was filtered off and washed with ether and dried to provide the product as a light brown powder. Yield 8.2 g (100%). 1H NMR (300 MHz, DMSO-d6) δ 2.30 (s, 3H), 8.85 (bs, 3H).

후처리

  1. concentrationThe reaction was concentrated
  2. customthe residue was triturated with ether
  3. filtrationthe precipitated hydrochloride salt was filtered off
  4. washwashed with ether
  5. customdried

출처 및 근거

ORD 기록
ord-e7dc112e99194e489a6f48d4466c973a
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07498333B2

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