Thionyl Chloride → 3,4-Dihydro-7-nitro-2H-pyrimido(2,1-b)benzothiazole hydrochloride

HRID 2417914ノート

反応式

HRID 2417914 の反応式
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10]([NH:12][CH2:13][CH2:14][CH2:15]O)=[N:9][C:8]=2[CH:17]=1)([O-:3])=[O:2].S(Cl)([Cl:20])=O>CN(C)C=O>[ClH:20].[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10]3=[N:12][CH2:13][CH2:14][CH2:15][N:9]3[C:8]=2[CH:17]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 30187353-((5-Nitrobenzothiazol-2-yl)amino)propanol

生成物 1

HCID 133385293,4-Dihydro-7-nitro-2H-pyrimido(2,1-b)benzothiazole hydrochloride収率 80%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
120 °C

実験手順

To a stirred and cooled (0° C.) solution of 27.2 parts of 3-[(5-nitro-2-benzothiazolyl)amino]-1-propanol in 135 parts of N,N-dimethylformamide is added dropwise a solution of 15.7 parts of thionyl chloride in 45 parts of N,N-dimethylformamide. Upon completion, the whole is heated slowly to 120° C. and stirring at 120° C. is continued for 4 hours. The reaction mixture is cooled and the precipitated product is filtered off. It is washed with N,N-dimethylformamide and 2,2'-oxybispropane, and dried, yielding 24.4 parts (80%) of 3,4-dihydro-7-nitro-2H-pyrimido[2,1-b]benzothiazole monohydrochloride; mp. 328°-339° C.

後処理

  1. stirringstirring at 120° C.
  2. temperatureThe reaction mixture is cooled
  3. filtrationthe precipitated product is filtered off
  4. washIt is washed with N,N-dimethylformamide and 2,2'-oxybispropane
  5. customdried

出典と根拠

ORDレコード
ord-c9f2ac7150744bd29e905911776e39ba
出典データセット
uspto-grants-1984_09
特許番号
US04471117

反応ノート

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