Methanol → Methyl 2,3,4,5-tetrahydro-7-iodo-4-methyl-3-oxo-1H-1,4-benzodiazepine-2-acetate

HRID 1976265노트

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HRID 1976265 반응식
[O:1]=[C:2]1[N:8]([CH3:9])[CH2:7][C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[NH:4][CH:3]1[CH2:14][C:15]([O:17][CH3:18])=[O:16].CO.C1C=CN=CC=1.Cl[I:28]>C(Cl)Cl>[I:28][C:11]1[CH:12]=[CH:13][C:5]2[NH:4][CH:3]([CH2:14][C:15]([O:17][CH3:18])=[O:16])[C:2](=[O:1])[N:8]([CH3:9])[CH2:7][C:6]=2[CH:10]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 10220417Pyridine Iodine MonochlorideHCID 11770765Methyl 2,3,4,5-tetrahydro-3-oxo-4-methyl-1H-1,4-benzodiazepine-2-acetate

생성물 1

HCID 22000810Methyl 2,3,4,5-tetrahydro-7-iodo-4-methyl-3-oxo-1H-1,4-benzodiazepine-2-acetate수율 92%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
40 °C

실험 절차

Methyl 2,3,4,5-tetrahydro-3-oxo-4-methyl-1H-1,4-benzodiazepine-2-acetate (80 g, 0.32 mole) was added to CH2Cl2 (400 ml) and MeOH (400 ml). The mixture was heated at 40° C. for 0.5 hr then cooled to 25° C. Pyridine iodine monochloride complex was added in portions (82g, 0.51 mole). After the addition, the reaction was stirred for 10 minutes then CH2Cl2 (400 ml) added. The reaction mixture was stirred for 1.0 hr then washed with sodium metabisulphite solution (5 g+400 ml water), followed by water (400 ml). The temperature was maintained at 30° C. during the washing process. CH2Cl2 (450 ml) was replaced with 60/80 petrol (450 ml by ‘put and take’ distillation. A further portion of CH2Cl2 (200 ml) was replaced with 60/80 petrol, the mixture cooled slowly to 10° C., and the product filtered off and washed with 60/80 petrol. The product was dried in vacuo to yield the title compound (108 g, 92%).

후처리

  1. temperaturethen cooled to 25° C
  2. additionAfter the addition
  3. stirringThe reaction mixture was stirred for 1.0 hr
  4. washthen washed with sodium metabisulphite solution (5 g+400 ml water)
  5. temperatureThe temperature was maintained at 30° C. during the washing process
  6. distillationdistillation
  7. temperaturethe mixture cooled slowly to 10° C.
  8. filtrationthe product filtered off
  9. washwashed with 60/80 petrol
  10. customThe product was dried in vacuo

출처 및 근거

ORD 기록
ord-ba4e8a4ad6a44e639aeb40e13f9dfcfd
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06225465B1

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