Benzyl chloroformate → HCID 178522340, 화합물

HRID 277603노트

반응식

HRID 277603 반응식
[CH2:1]([O:8][C:9](Cl)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:12]1[CH:19]=[CH:18][C:16]([NH2:17])=[N:15][C:13]1=[O:14]>N1C=CC=CC=1>[CH2:1]([O:8][C:9]([NH:17][C:16]1[CH:18]=[CH:19][NH:12][C:13](=[O:14])[N:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 10387Benzyl chloroformateHCID 178418229Cytosine

생성물 1

HCID 178522340HCID 178522340, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

반응 조건

온도
0 °C

실험 절차

Over a period of about 1 h, benzyloxycarbonyl chloride (52 ml; 0.36 mol) was added dropwise to a suspension of cytosine (8, 20.0 g; 0.18 mol) in dry pyridine (1000 ml) at 0° C. under nitrogen in oven-dried equipment. The solution then was stirred overnight, after which the pyridine suspension was evaporated to dryness, in vacuo. Water (200 ml) and 4 N hydrochloric acid were added to reach pH ˜1. The resulting white precipitate was filtered off, washed with water and partially dried by air suction. The still-wet precipitate was boiled with absolute ethanol (500 ml) for 10 min, cooled to 0° C., filtered, washed thoroughly with ether, and dried, in vacuo. Yield 24.7 g (54%). M.p.>250° C. Anal. for C12H11N3O3. Found(calc.); C: 58.59(58.77); H: 4.55(4.52); N: 17.17(17.13). No NMR spectra were recorded since it was not possible to get the product dissolved.

후처리

  1. customafter which the pyridine suspension was evaporated to dryness, in vacuo
  2. additionWater (200 ml) and 4 N hydrochloric acid were added
  3. filtrationThe resulting white precipitate was filtered off
  4. washwashed with water
  5. custompartially dried by air suction
  6. waitThe still-wet precipitate was boiled with absolute ethanol (500 ml) for 10 min
  7. filtrationfiltered
  8. washwashed thoroughly with ether
  9. customdried, in vacuo
  10. customto get the product
  11. dissolutiondissolved

출처 및 근거

ORD 기록
ord-656c707164bd4361afeb531b0428074a
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06357163B1

반응 노트

불러오는 중…