Trimethyl orthobeznoate → 3-phenyl-5,8-dihydro-6,6,8-trimethyl-5,8-ethano-6H-pyrano [4,3-e]-as-triazine-4-oxide

HRID 426577

반응식

HRID 426577 반응식
[CH3:1][C:2]12[CH2:13][CH2:12][CH:5]([C:6](=[N:10][OH:11])[C:7]1=[N:8][NH2:9])[C:4]([CH3:15])([CH3:14])[O:3]2.CO[C:18](OC)(OC)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[C:19]1([C:18]2[N:9]=[N:8][C:7]3[C:2]4([CH3:1])[CH2:13][CH2:12][CH:5]([C:4]([CH3:15])([CH3:14])[O:3]4)[C:6]=3[N+:10]=2[O-:11])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

3

반응물 2

HCID 69720Trimethyl orthobeznoateHCID 1363988141,3,3-Trimethyl-2-oxabicyclo [2,2,2]octan-5,6-dione-5-oxime-6-hydrazone

생성물 1

HCID 233370173-phenyl-5,8-dihydro-6,6,8-trimethyl-5,8-ethano-6H-pyrano [4,3-e]-as-triazine-4-oxide

실험 절차

A solution of 2.11 g. (0.01 mole) 1,3,3-trimethyl-2-oxabicyclo[2,2,2]octan-5,6-dione-5-oxime-6-hydrazone in 10 ml. trimethylorthobenzoate is refluxed under nitrogen for 18 hours at a bath temperature of 140° C. during which time all distillate is removed. The resulting mixture is cooled and evaporated to dryness in vacuo. After filtering the residue dissolved in 2% methanol-chloroform through silica gel, and evaporation of the filtrate the resulting solid is triturated with ether, giving 3-phenyl-5,8-dihydro-6,6,8-trimethyl-5,8-ethano-6H-pyrano [4,3-e]-as-triazine-4-oxide; m.p. 186.5° to 189° C.

후처리

  1. customis removed
  2. temperatureThe resulting mixture is cooled
  3. customevaporated to dryness in vacuo
  4. filtrationAfter filtering the residue
  5. dissolutiondissolved in 2% methanol-chloroform through silica gel, and evaporation of the filtrate the resulting solid
  6. customis triturated with ether

출처 및 근거

ORD 기록
ord-32665ec79faf4abbbfff0305b8042213
출처 데이터셋
uspto-grants-1979_10
특허 번호
US04170599

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