참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | 2,4-Dichloropyrimidine | HCID 77531 | — |
| 반응물 | Sodium borohydride | HCID 4311764 | — |
| 반응물 | Sodium hydrosulfide hydrate | HCID 16211346 | — |
| 반응물 | 3-Chloro-2-methyl-4-thiocyanatoaniline | HCID 37859309 | — |
| 용매 | Methanol--water (1/1) | HCID 22242641 | — |
| 생성물 | 3-Chloro-4-[(2-chloropyrimidin-4-yl)thio]-2-methylaniline | HCID 59491674 | 51.4% |
반응 단계
Crude 4-amino-2-chloro-3-methylphenyl thiocyanate (600 mg, 3.0 mmol) was dissolved in a mixture of methanol:water (2:1, 22 mL) and cooled to 0° C. Sodium hydrosulfide monohydrate (338 mg, 4.6 mmol) and sodium borohydride (447 mg, 11.8 mmol) were added then the mixture was allowed to warm to room temperature and stir overnight. After this time sodium hydroxide (96 mg, 2.4 mmol) was added followed by 2,4-dichloropyrimidine (360 mg, 2.4 mmol) and the mixture allowed to stir for a further 24 h. The methanol was removed in vacuo and then the mixture was extracted with ethyl acetate. The extracts were dried (Na2SO4) and evaporated then the residue was purified by flash chromatography to afford 3-chloro-4-[(2-chloropyrimidin-4-yl)thio]-2-methylaniline (353 mg, 41%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08846704B2 |
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| 출처 데이터셋 | uspto-grants-2014_09 |
|---|
| ORD ID | ord-4ade47deac6c4594a6d8c90bd28d38c0 |
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| 출처 메모 | uspto-grants-2014_09 |
|---|
