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Dimethyl Sulfoxide → HCID 13983453、化合物

HRID 580457
ノート
印刷プレビュー

反応式

HRID 580457 の反応式
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6](Cl)=[CH:7][CH:8]=2)[N:3]=1.[CH3:13][N:14]([CH3:19])[CH2:15][CH2:16][CH2:17][SH:18].[OH-].[K+].CS(C)=O>C(OCC)C.O>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[N:5][C:6]([S:18][CH2:17][CH2:16][CH2:15][N:14]([CH3:19])[CH3:13])=[CH:7][CH:8]=2)[N:3]=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

7

反応物 4

HCID 679Dimethyl SulfoxideHCID 14797Potassium HydroxideHCID 851997-Chloro-1,8-naphthyridin-2-amineHCID 30169983-(Dimethylamino)-1-propanethiol

生成物 1

HCID 13983453HCID 13983453、化合物収率 77%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 3283
Diethyl Ether
溶媒

反応条件

温度
90 °C

実験手順

A mixture composed of 2-amino-7-chloro-1,8-naphthyridine (8 g), 3-dimethylaminopropanethiol (11.4 g), potassium hydroxide pellets (85% pure; 6.26 g) and dimethyl sulphoxide (87 cc) is heated to 90° C. for 3 hours 30 minutes. The reaction mixture is then poured into water (1500 cc) and extracted with methylene chloride (5×400 cc). The organic extracts are combined and washed with distilled water (400 cc), dried over magnesium sulphate and concentrated to dryness at 40° C. under reduced pressure (4 kPa). The residue obtained is treated with ethyl ether (100 cc). The insoluble product is separated by filtration, washed with ethyl ether (10 cc) and dried at 40° C. under reduced pressure (0.07 kPa). 2-Amino-7-(3-dimethylaminopropylthio)-1,8-naphthyridine (9 g), m.p. 164° C., is obtained.

後処理

  1. extractionextracted with methylene chloride (5×400 cc)
  2. washwashed with distilled water (400 cc)
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated to dryness at 40° C. under reduced pressure (4 kPa)
  5. customThe residue obtained
  6. customThe insoluble product is separated by filtration
  7. washwashed with ethyl ether (10 cc)
  8. customdried at 40° C. under reduced pressure (0.07 kPa)

出典と根拠

ORDレコード
ord-77a231e5c32c46cca405cb6342534dc7
出典データセット
uspto-grants-1988_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04753933

反応ノート

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