Benzyl chloroformate → HCID 178522340、化合物

HRID 277603ノート

反応式

HRID 277603 の反応式
[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

参加物

4

反応物 2

HCID 10387Benzyl chloroformateHCID 178418229Cytosine

生成物 1

HCID 178522340HCID 178522340、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-656c707164bd4361afeb531b0428074a
出典データセット
uspto-grants-2002_03
特許番号
US06357163B1

反応ノート

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