Water → (7-Iodo-4-methoxy-benzothiazol-2-yl)-carbamic acid methyl ester

HRID 1063013ノート

反応式

HRID 1063013 の反応式
[CH3:1][O:2][C:3](=[O:16])[NH:4][C:5]1[S:6][C:7]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[C:8]=2[N:9]=1.C([O-])(=O)C.[Na+].[I:22]Cl.O>C(O)(=O)C>[CH3:1][O:2][C:3](=[O:16])[NH:4][C:5]1[S:6][C:7]2[C:13]([I:22])=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[C:8]=2[N:9]=1

参加物

6

反応物 4

HCID 962WaterHCID 24640Iodine chlorideHCID 517045Sodium AcetateHCID 21303403(4-Methoxy-benzothiazol-2-yl)-carbamic acid methyl ester

生成物 1

HCID 60117385(7-Iodo-4-methoxy-benzothiazol-2-yl)-carbamic acid methyl ester

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

(4-Methoxy-benzothiazol-2-yl)-carbamic acid methyl ester (31.0 g, 130 mmol) and sodium acetate (32.3 g, 394 mmol) are dissolved in 400 ml of glacial acetic acid and slowly treated with iodine monochloride (13.5 ml, 264 mmol) at 0° C. The reaction mixture is then slowly warmed to room temperature and stirred for 15 hours. After addition of water (1.31), the formed precipitate is filtered off and washed with water. The filter cake is then dissolved in a minimal amount of tetrahydrofurane (about 150 ml) and decolorized with 1M aqueous sodium thiosulfate. The product is precipitated by the addition of water (about 2.0 l), filtered off and dried at 60° C. for 12 hours. 42.3 g (89%) white solid. MS: m/e=364 (M+).

後処理

  1. filtrationthe formed precipitate is filtered off
  2. washwashed with water
  3. dissolutionThe filter cake is then dissolved in a minimal amount of tetrahydrofurane (about 150 ml)
  4. customThe product is precipitated by the addition of water (about 2.0 l)
  5. filtrationfiltered off
  6. customdried at 60° C. for 12 hours

出典と根拠

ORDレコード
ord-63af70d7b9354733b2ab2b3e3911b62b
出典データセット
uspto-grants-2005_11
特許番号
US06963000B2

反応ノート

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