Cysteamine → 2-(2-Chloro-5-pyridyl)thiazolidine

HRID 22223

反応式

HRID 22223 の反応式
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][N:3]=1.[NH2:10][CH2:11][CH2:12][SH:13]>C1C=CC=CC=1>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]2[NH:10][CH2:11][CH2:12][S:13]2)=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 6058CysteamineHCID 27640536-Chloropyridine-3-carbaldehyde

生成物 1

HCID 137527892-(2-Chloro-5-pyridyl)thiazolidine収率 89.9%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A solution composed of 6-chloronicotinaldehyde (14.2 g), 2-aminoethanethiol (7.7 g) and benzene (80 ml) was heated with stirring for 5 hours while removing water as an azeotrope. After the reaction, benzene was distilled off under reduced pressure, and further volatile materials were removed at 1 mmHg and 70° C. to give 2-(2-chloro-5-pyridyl)thiazolidine (18 g) as a residue. Ten grams of 2-(2-chloro-5-pyridyl)thiazolidine was dissolved in 100 ml of ethanol, and sodium borohydride was added. With stirring, the mixture was gradually heated and thereafter refluxed for 1 hour. Ethanol was distilled off under reduced pressure, and chloroform was added to the residue. Insoluble materials were separated by filtration and the chloroform layer was washed with water and dehydrated. Chloroform was distilled off under reduced pressure to give the desired N-(2-chloro-5-pyridylmethyl)2-aminoethanethiol (8.3 g).

後処理

  1. temperaturewas heated
  2. customwhile removing water as an azeotrope
  3. customAfter the reaction, benzene
  4. distillationwas distilled off under reduced pressure, and further volatile materials
  5. customwere removed at 1 mmHg and 70° C.

出典と根拠

ORDレコード
ord-55ad2e916fc14fdc96af4991eedb5385
出典データセット
uspto-grants-1995_06
特許番号
US05428032

関連ノート

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