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

HRID 22223

반응식

HRID 22223 반응식
[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

참가 물질

4

반응물 2

HCID 6058CysteamineHCID 27640536-Chloropyridine-3-carbaldehyde

생성물 1

HCID 137527892-(2-Chloro-5-pyridyl)thiazolidine수율 89.9%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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).

후처리

  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.

출처 및 근거

ORD 기록
ord-55ad2e916fc14fdc96af4991eedb5385
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428032

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