Sulfuric Acid → HCID 67496730, 화합물

HRID 2365239노트

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HRID 2365239 반응식
O[CH:2]([C:13]1[N:14]([CH3:24])[N:15]=[N:16][C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[CH2:3][C:4]1[S:5][C:6]([C:10]([OH:12])=[O:11])=[C:7]([CH3:9])[N:8]=1.S(=O)(=O)(O)O.[OH-].[Na+]>>[CH3:9][C:7]1[N:8]=[C:4](/[CH:3]=[CH:2]/[C:13]2[N:14]([CH3:24])[N:15]=[N:16][C:17]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[S:5][C:6]=1[C:10]([OH:12])=[O:11]

참가 물질

4

반응물 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 67495517HCID 67495517, 화합물

생성물 1

HCID 67496730HCID 67496730, 화합물수율 79.1%

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온도
160 °C

실험 절차

A suspension of 2-[2-hydroxy-2-(3-methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-yl)-ethyl]-4-methyl-thiazole-5-carboxylic acid (152 mg, 0.44 mmol) in sulfuric acid (conc., 2.59 mL, 48.4 mmol) was heated at 160° C. under Ar for 7 h. After cooling to room temperature the mixture was poured into ice, adjusted to pH 4 with NaOH (6 N) and extracted with ethyl acetate and the combined organic extracts washed with brine, dried over sodium sulphate, filtered and evaporated to afford the title compound (114 mg, 79%) as an a yellow solid after trituration from methanol-water. MS: m/e=326.2 [M−H]−.

후처리

  1. temperatureAfter cooling to room temperature the mixture
  2. additionwas poured into ice
  3. extractionextracted with ethyl acetate
  4. washthe combined organic extracts washed with brine
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-fbb5aac0d6784690b588cb736945ca9f
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697696B2

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