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Methanol → N-(5-(methoxymethyl)pyridin-2-yl)-5-thiocyanatothiazol-2-amine

HRID 1685346
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HRID 1685346 반응식
[S:1]([C:4]1[S:8][C:7]([NH:9][C:10]2[N:15]=[CH:14][C:13]([CH2:16][OH:17])=[CH:12][CH:11]=2)=[N:6][CH:5]=1)[C:2]#[N:3].[CH3:18]O>O=P(Cl)(Cl)Cl>[CH3:18][O:17][CH2:16][C:13]1[CH:12]=[CH:11][C:10]([NH:9][C:7]2[S:8][C:4]([S:1][C:2]#[N:3])=[CH:5][N:6]=2)=[N:15][CH:14]=1
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참가 물질

4

반응물 2

HCID 887MethanolHCID 59200341HCID 59200341, 화합물

생성물 1

HCID 59200492N-(5-(methoxymethyl)pyridin-2-yl)-5-thiocyanatothiazol-2-amine

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

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온도
85 °C

실험 절차

(6-(5-Thiocyanatothiazol-2-ylamino)pyridin-3-yl)methanol (0.094 g, 0.356 mmol) was dissolved in POCl3 (3 mL) and the reaction was heated at 85° C. for 3 hours. POCl3 was then evaporated and the resulting oil was washed with water to give a gummy solid. Methanol (10 mL) was added to the solid and the resulting suspension was stirred at 23° C. for over a month. Methanol was evaporated to almost dryness and water was added to precipitate the oil. The resulting solid was filtered and dried under vacuum to give the crude title material (0.109 g, quant.) which was used as such in the next reaction. HPLC ret. time (Condition A): 1.603 min. LC/MS (M+H)+: 279.

후처리

  1. customPOCl3 was then evaporated
  2. washthe resulting oil was washed with water
  3. customto give a gummy solid
  4. customMethanol was evaporated to almost dryness and water
  5. additionwas added
  6. customto precipitate the oil
  7. filtrationThe resulting solid was filtered
  8. customdried under vacuum

출처 및 근거

ORD 기록
ord-f344b13b91de4f64ac8cf47837cca926
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08148400B2

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