N-Methylpiperidine → 6(Triphenylmethylamino)-2,2-dimethyl-3-(5-tetrazolyl)penam

HRID 1679626노트

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HRID 1679626 반응식
Cl.CN1CCCCC1.[C:9]1([C:15]([NH:28][CH:29]2[C:39](=[O:40])[N:31]3[CH:32]([C:37]#[N:38])[C:33]([CH3:36])([CH3:35])[S:34][C@H:30]23)([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[N-:41]=[N+:42]=[N-:43].[Na+].CN1CCCCC1>C(O)C.O>[C:9]1([C:15]([NH:28][CH:29]2[C:39](=[O:40])[N:31]3[CH:32]([C:37]4[NH:43][N:42]=[N:41][N:38]=4)[C:33]([CH3:36])([CH3:35])[S:34][C@H:30]23)([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

7

반응물 4

HCID 12291N-MethylpiperidineHCID 33557Sodium AzideHCID 205378Piperidine, 1-methyl-, hydrochloride (1:1)HCID 70604455HCID 70604455, 화합물

생성물 1

HCID 1784319216(Triphenylmethylamino)-2,2-dimethyl-3-(5-tetrazolyl)penam

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매

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온도
53 °C

실험 절차

A mixture of dry N-methylpiperidine hydrochloride (8.14 g., 0.06 mole) anhydrous ethanol free chloroform (180 ml.), 6-triphenylmethylamino-2,2-dimethyl-3-cyanopenam (13.2g., 0.03 mole), finely powdered sodium azide (3.9 g., 0.06 mole) and N-methylpiperidine (8.9 g., 0.09 mole) is heated to 53° C. (internal temperature) for 80 minutes. It is then cooled to room temperature and diluted with ethanol free chloroform (750 ml.) and water (800 ml.). It is thoroughly shaken, the chloroform phase separated and washed successively with 1.5N HCl (1 × 1000 ml.) and water (1 × 800 ml.). The chloroform solution is filtered through anhydrous sodium sulfate and then concentrated under reduced pressure to about 300 ml. White crystals separate. The concentrate is diluted with hexane (350 ml.) and filtered after 15 minutes. The crystalline product is washed with hexane and dried in air for 15 minutes followed by drying under vacuum at 56° C. for 1 hour. Yield = 7.66 g. (52.9%).

후처리

  1. temperatureIt is then cooled to room temperature
  2. customthe chloroform phase separated
  3. washwashed successively with 1.5N HCl (1 × 1000 ml.) and water (1 × 800 ml.)
  4. filtrationThe chloroform solution is filtered through anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure to about 300 ml
  6. customWhite crystals separate
  7. additionThe concentrate is diluted with hexane (350 ml.)
  8. filtrationfiltered after 15 minutes
  9. washThe crystalline product is washed with hexane
  10. customdried in air for 15 minutes
  11. customby drying under vacuum at 56° C. for 1 hour

출처 및 근거

ORD 기록
ord-3350da077b3741dd9bc11fc74d118ef8
출처 데이터셋
uspto-grants-1978_03
특허 번호
US04081455

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