Thionyl Chloride → 4,6-Dichloropyrimidine-5-carbonitrile

HRID 405979

반응식

HRID 405979 반응식
[Cl:1][C:2]1[C:7]([CH:8]=[N:9]O)=[C:6]([Cl:11])[N:5]=[CH:4][N:3]=1.O=S(Cl)Cl>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([Cl:11])[N:5]=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 760165164,6-Dichloro-5-pyrimidinecarbaldehyde oxime

생성물 1

HCID 5993714,6-Dichloropyrimidine-5-carbonitrile

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

4,6-Dichloropyrimidine-5-carbaldehyde oxime (8g) was dissolved in CHCl3 (40 mL) and treated with SOCl2 (6 mL) for 2 h at rt. The solvent was removed and redissolved in DCM (5 mL). The solid was filtered and washed with DCM (5 mL). The filtrate was concd and purified by column chromatography on silica gel (dry loading, DCM/hexane, 3/1) to give 4,6-dichloropyrimidine-5-carbonitrile as a white solid.

후처리

  1. customThe solvent was removed
  2. dissolutionredissolved in DCM (5 mL)
  3. filtrationThe solid was filtered
  4. washwashed with DCM (5 mL)
  5. custompurified by column chromatography on silica gel (dry loading, DCM/hexane, 3/1)

출처 및 근거

ORD 기록
ord-9fa181c8e34b4f3c9ff0d21fac8ae88f
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754089B2

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