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Hydrochloric Acid → 4-Methoxy-7-morpholin-4-yl-benzothiazole-2-carboxylic acid

HRID 1358232
ノート
印刷プレビュー

反応式

HRID 1358232 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:5][C:4]=1[NH:15][C:16](=[S:20])[C:17]([OH:19])=[O:18].Cl>[OH-].[Na+].O.[Fe-3](C#N)(C#N)(C#N)(C#N)(C#N)C#N.[K+].[K+].[K+]>[CH3:1][O:2][C:3]1[C:4]2[N:15]=[C:16]([C:17]([OH:19])=[O:18])[S:20][C:5]=2[C:6]([N:9]2[CH2:10][CH2:11][O:12][CH2:13][CH2:14]2)=[CH:7][CH:8]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 21919264(2-Methoxy-5-morpholin-4-yl-phenylamino)-thioxo-acetic acid

生成物 1

HCID 219192164-Methoxy-7-morpholin-4-yl-benzothiazole-2-carboxylic acid

試薬・触媒・溶媒 3

HCID 178511488HCID 178511488、化合物触媒HCID 962Water溶媒HCID 14798
Sodium Hydroxide
溶媒

反応条件

温度
10 °C

実験手順

A solution of (2-methoxy-5-morpholin-4-yl-phenylamino)-thioxo-acetic acid (4) in 1N NaOH is added to a solution of potassium ferricyanide in water at a rate that the temperature does not exceed 10° C. The mixture is stirred for 3 hours at 10° C. and concentrated hydrochloric acid is added until pH 1 was reached. Filtration of the precipitate and drying yielded 4-methoxy-7-morpholin-4-yl-benzothiazole-2-carboxylic acid (5). A suspension of the compound of formula (5) and 1.1′-carbonyl-diimidazole in dimethylformamide is stirred at room temperature for about one hour. A compound of formula (6), for example benzylamine, is added, stirring is continued and after about 20 hours water is added. After extraction with ethyl acetate and chromatography on silicagel with dichloromethane/ethyl acetate is yielded a compound of formula I.

後処理

  1. customdoes not exceed 10° C
  2. filtrationFiltration of the precipitate
  3. customdrying

出典と根拠

ORDレコード
ord-a71774fabe6b4ad7b077df685c7bd90e
出典データセット
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06596718B1

反応ノート

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