Thionyl Chloride → 2,5-Dichlorobenzooxazole

HRID 512443ノート

反応式

HRID 512443 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](S)=[N:7][C:6]=2[CH:11]=1.S(Cl)([Cl:14])=O>CN(C=O)C>[Cl:14][C:8]1[O:9][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:11][C:6]=2[N:7]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 178527795HCID 178527795、化合物

生成物 1

HCID 103975782,5-Dichlorobenzooxazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

Subsequently, 5-chloro-2-mercaptobenzoxazole (3.1 g, 16.7 mmol) was dissolved in thionyl chloride (30 mL, 413 mmol). DMF (1.5 mL) was added and the reaction mixture was heated at 65° C. for 45 min. The solvent was removed under reduced pressure and to the residue was added toluene (2×60 mL) followed by evaporation each time to remove the excess SOCl2 (azetrope). The resultant crude product was dissolved in ethyl acetate (100 mL), washed with water (100 mL) and dried over Na2SO4. Evaporation of ethyl acetate gave 2,5-dichlorobenzoxazole, compound 19, as a red oil (3.2 g).

後処理

  1. customThe solvent was removed under reduced pressure and to the residue
  2. additionwas added toluene (2×60 mL)
  3. customfollowed by evaporation each time
  4. customto remove the excess SOCl2 (azetrope)
  5. dissolutionThe resultant crude product was dissolved in ethyl acetate (100 mL)
  6. washwashed with water (100 mL)
  7. dry with materialdried over Na2SO4
  8. customEvaporation of ethyl acetate

出典と根拠

ORDレコード
ord-ca1400236bfc4963980294c0d2c3095d
出典データセット
uspto-grants-2015_08
特許番号
US09102636B2

反応ノート

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