Methylamine → Nizax

HRID 1108851노트

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HRID 1108851 반응식
[N+:1]([CH:4]=[C:5]1[NH:9][CH2:8][CH2:7][S:6]1)([O-:3])=[O:2].[C:10](#[N:12])C.CN.Cl.Cl.Cl[CH2:18][C:19]1[N:20]=[C:21]([CH2:24][N:25]([CH3:27])[CH3:26])[S:22][CH:23]=1>O>[CH3:10][NH:12]/[C:5](/[NH:9][CH2:8][CH2:7][S:6][CH2:18][C:19]1[N:20]=[C:21]([CH2:24][N:25]([CH3:27])[CH3:26])[S:22][CH:23]=1)=[CH:4]\[N+:1]([O-:3])=[O:2]

참가 물질

6

반응물 4

HCID 6329MethylamineHCID 6342AcetonitrileHCID 38355832-Nitromethylene-thiazolidineHCID 187843234-Chloromethyl-2-dimethylaminomethylthiazole dihydrochloride

생성물 1

HCID 3033637Nizax수율 70.6%

시약·촉매·용매 1

HCID 962Water용매2회

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온도
40 °C

실험 절차

A mixture of 2-nitromethylenethiazolidine (11.95 g) and acetonitrile (154 ml) was stirred and heated at 40° C. and then methylamine (31.7 ml of a 40% w/w aqueous solution) was added in one batch. A solution of 4-chloromethyl-2-dimethylaminomethylthiazole dihydrochloride (21.5 g) in water (21.5 ml) was added dropwise to the reaction mixture over 50 minutes. The mixture was then stirred for 2.5 hours and then the solvent was removed under reduced pressure to give an oil. The oil was dissolved in water (150 ml) and extracted with dichloromethane (3×150 ml). The combined extracts were dried and evaporated to give nizatidine (19.2 g, 70.6% yield). The crude material was 86.8% pure by HPLC.

후처리

  1. stirringThe mixture was then stirred for 2.5 hours
  2. customthe solvent was removed under reduced pressure
  3. customto give an oil
  4. extractionextracted with dichloromethane (3×150 ml)
  5. customThe combined extracts were dried
  6. customevaporated

출처 및 근거

ORD 기록
ord-2d007d6b43fe4a858da67ab897f3adde
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06069256

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