Acetonitrile → HCID 57447078, 화합물

HRID 521326

반응식

HRID 521326 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([NH:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:5]([CH3:20])=[C:4]([CH3:21])[N:3]=1.[N-:22]=[N+:23]=[N-:24].[Na+].O.O.O.O.O.O.O.[Cl-].[Ce+3].[Cl-].[Cl-].C(#N)C>O>[CH3:21][C:4]1[N:3]2[N:22]=[N:23][N:24]=[C:2]2[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([NH:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:5]=1[CH3:20]

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 33557Sodium AzideHCID 21585214Cerium trichloride heptahydrateHCID 57455392Ethyl 4-[(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)amino]butyrate

생성물 1

HCID 57447078HCID 57447078, 화합물수율 72.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Ethyl 4-[(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)amino]butyrate (86.2 g, 0.276 mol), sodium azide (35.49 g, 0.552 mol), and cerium chloride heptahydrate (50.86 g, 0.138 mol) were triturated in a 9:1 mixture of acetonitrile:water (1012 mL). The reaction mixture was stirred and heated to reflux for 18 hours. The reaction was filtered and the yellow filtrate was concentrated under reduced pressure to yield 90.94 g of crude product. The material was triturated at 95° C. with 360 mL ethyl acetate and filtered. The filtrate produced pale yellow crystals at ambient temperature to afford 64.3 g of ethyl 4-[(5,6-dimethyl-8-nitrotetrazolo[1,5-a]pyridin-7-yl)amino]butyrate as a yellow solid.

후처리

  1. temperatureheated
  2. temperatureto reflux for 18 hours
  3. filtrationThe reaction was filtered
  4. concentrationthe yellow filtrate was concentrated under reduced pressure
  5. customto yield 90.94 g of crude product
  6. customThe material was triturated at 95° C. with 360 mL ethyl acetate
  7. filtrationfiltered
  8. customThe filtrate produced pale yellow crystals at ambient temperature

출처 및 근거

ORD 기록
ord-a69fc5e1657b48da89de1763916b591b
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09328110B2

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