Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Hydrochloric Acid → (R)-2-(1H-indol-5-yl)-4,5-dihydrothiazole-4-carboxylic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | Sulfuryl chloride | HCID 24648 | — |
| 반응물 | Indole-5-carbonitrile | HCID 27513 | — |
| 반응물 | 2-Phenyl-4,5-dihydro-1,3-thiazole-4-carboxylic acid | HCID 88327 | — |
| 반응물 | (R)-2-(1H-indol-5-yl)-4,5-dihydrothiazole-4-carboxylic acid | HCID 53363877 | — |
| 촉매 | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | (R)-2-(1H-indol-5-yl)-4,5-dihydrothiazole-4-carboxylic acid | HCID 53363877 | — |
| 생성물 | (R)-2-(1-(Phenylsulfonyl)-1H-indol-5-yl)-4,5-dihydrothiazole-4-carboxylic acid | HCID 53363878 | — |
반응 단계
(R)-2-(1H-indol-5-yl)-4,5-dihydrothiazole-4-carboxylic acid 63a was synthesized using the same method as used for 42a from 1H-indole-5-carbonitrile and used without further purification. To a vigorously stirring solution of 63a (1 mmol) and tetrabutylammonium hydrogen sulfate (0.15 mmol) in toluene (10 mL) at 0° C. was added 50% aqueous sodium hydroxide (10 mL) and sulfonyl chloride (2 mmol). The resultant solution was stirred at RT for 6 h. Then 1 N HCl was added to acidify the mixture to pH=2 and extracted with CH2Cl2, the organic layer was separated and dried (MgSO4); then evaporated to dryness to yield 64a, which were used in subsequent steps without further purification.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08822513B2 |
| 출처 데이터셋 | uspto-grants-2014_09 |
| ORD ID | ord-9f1a7920997342cfa2aba54ae6ff5762 |
| 출처 메모 | uspto-grants-2014_09 |