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Chloroacetaldehyde → 4-Hydroxy-3-(6-methylpyrid-2-yl)-thiazolidine-2-thione

HRID 1862965
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HRID 1862965 반응식
Cl[CH2:2][CH:3]=[O:4].[CH3:5][C:6]1[N:11]=[C:10]([NH:12][C:13](=[S:15])[S-:14])[CH:9]=[CH:8][CH:7]=1.C([NH+](CC)CC)C.C(O)C>O>[OH:4][CH:3]1[CH2:2][S:15][C:13](=[S:14])[N:12]1[C:10]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:5])[N:11]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 33ChloroacetaldehydeHCID 702EthanolHCID 20393055Triethylammonium 6-methylpyrid-2-yldithiocarbamate

생성물 1

HCID 203930514-Hydroxy-3-(6-methylpyrid-2-yl)-thiazolidine-2-thione수율 73%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
25 °C

실험 절차

A 50% aqueous solution of chloroacetaldehyde (28.4 g) is added, at between 20° and 30° C., to a solution of triethylammonium 6-methylpyrid-2-yldithiocarbamate (51.5 g) in distilled water (225 cc). The reaction mixture is stirred for 2 hours at 25° C. The crude product is filtered off, washed five times with distilled water (total 125 cc) and dried in air. The product obtained (37.0 g; m.p. 128° C.) is dissolved in boiling ethanol (250 cc). After filtering the boiling solution and cooling the filtrate for 2 hours at 2° C., the resulting crystals are filtered off, washed three times with ice-cooled ethanol (total 30 cc) and dried under reduced pressure (0.2 mm Hg) at 40° C. 4-Hydroxy-3-(6-methylpyrid-2-yl)-thiazolidine-2-thione (29.8 g), melting at 128° C., is thus obtained.

후처리

  1. filtrationThe crude product is filtered off
  2. washwashed five times with distilled water (total 125 cc)
  3. customdried in air
  4. customThe product obtained (37.0 g; m.p. 128° C.)
  5. dissolutionis dissolved
  6. filtrationAfter filtering the boiling solution
  7. temperaturecooling the filtrate for 2 hours at 2° C.
  8. filtrationthe resulting crystals are filtered off
  9. washwashed three times with ice-
  10. temperaturecooled ethanol (total 30 cc)
  11. customdried under reduced pressure (0.2 mm Hg) at 40° C

출처 및 근거

ORD 기록
ord-2ca7349cbbb24e2388283ba28366f62d
출처 데이터셋
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04167571

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