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Thionyl Chloride → 3-(2-chloroethyl)-2-phenylquinazolin-4(3H)-one

HRID 1248231
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반응식

HRID 1248231 반응식
O[CH2:2][CH2:3][N:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[C:5]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.S(Cl)([Cl:23])=O>ClC(Cl)Cl>[Cl:23][CH2:2][CH2:3][N:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=[C:5]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 8545423-(2-Hydroxyethyl)-2-phenyl-quinazolin-4-one

생성물 1

HCID 27720803-(2-chloroethyl)-2-phenylquinazolin-4(3H)-one

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a stirred mixture of 15 parts of 3-(2-hydroxyethyl)-2-phenyl-4-(3H)-quinazolinone and 375 parts of trichloromethane are added dropwise 24 parts of thionyl chloride at room temperature. Upon completion, stirring is continued for 2 hours at reflux. The reaction mixture is evaporated. Water is added to the residue and the whole is neutralized with a sodium hydrogen carbonate solution. The product is extracted with trichloromethane. The extract is washed with water, dried, filtered and evaporated. The residue is crystallized from a mixture of 2,2'-oxybispropane and petroleumether. The product is filtered off and dried, yielding 11.6 parts of 3-(2-chloroethyl)-2-phenyl-4(3H)-quinazolinone.

후처리

  1. temperatureat reflux
  2. customThe reaction mixture is evaporated
  3. additionWater is added to the residue
  4. extractionThe product is extracted with trichloromethane
  5. washThe extract is washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue is crystallized from a mixture of 2,2'-oxybispropane and petroleumether
  10. filtrationThe product is filtered off
  11. customdried

출처 및 근거

ORD 기록
ord-8038d121718d4dd18feb6b0bff3e33fc
출처 데이터셋
uspto-grants-1985_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04522945

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