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

HRID 405979

反応式

HRID 405979 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 5993714,6-Dichloropyrimidine-5-carbonitrile

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-9fa181c8e34b4f3c9ff0d21fac8ae88f
出典データセット
uspto-grants-2014_06
特許番号
US08754089B2

関連ノート

読み込み中…