Nitric Acid → HCID 131716240, 화합물

HRID 329746

반응식

HRID 329746 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:14]([NH:16][CH:17]2[CH:22]3[CH2:23][CH2:24]N(CC3)C2)=[O:15])[C:5]2[O:10][CH2:9][C:8](=[O:11])[N:7]([CH3:12])[C:6]=2[CH:13]=1.[N+:25]([O-:28])(O)=[O:26]>S(=O)(=O)(O)O>[OH2:10].[ClH:1].[Cl:1][C:2]1[C:3]([N+:25]([O-:28])=[O:26])=[C:4]([C:14]([NH:16][CH:17]2[CH2:22][CH:23]3[CH2:24][CH2:8][N:7]2[CH2:6][CH2:5]3)=[O:15])[C:5]2[O:10][CH2:9][C:8](=[O:11])[N:7]([CH3:12])[C:6]=2[CH:13]=1.[Cl:1][C:2]1[C:3]([N+:25]([O-:28])=[O:26])=[C:4]([C:14]([NH:16][CH:17]2[CH2:22][CH:23]3[CH2:24][CH2:17][N:16]2[CH2:14][CH2:4]3)=[O:15])[C:5]2[O:10][CH2:9][C:8](=[O:11])[N:7]([CH3:12])[C:6]=2[CH:13]=1.[ClH:1]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 2264Azasetron

생성물 1

HCID 131716240HCID 131716240, 화합물

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

실험 절차

A solution of 10.5 g of 6-chloro-3,4-dihydro-4-methyl-3-oxo-N-(3-quinuclidinyl)-2H-1,4-benzoxazine-8-carboxamide in 50 ml of concentrated sulfuric acid is cooled to a temperature below 0° C., and a mixture of 1.5 ml of fuming nitric acid (d 1.50) and 1.5 ml of concentrated sulfuric acid is added dropwise thereto at a temperature below 5° C. The resultant mixture is stirred under ice-cooling for 1.5 hours and poured into ice-cold water. After extracting with ethyl acetate, the extract is washed with water and dried over magnesium sulfate. The solvent is distilled off followed by recrystallizing from ethanol and treating with ethanolic hydrochloric acid to give 6-chloro-3,4-dihydro-4-methyl-7-nitro-3-oxo-N-(quinuclidinyl)-2H-1,4-benzoxazine-8-carboxamide hydrochloride hemihydrate. The melting point and NMR spectra are identical with those of the compound as prepared in Example 30(1).

후처리

  1. additionis added dropwise
  2. customat a temperature below 5° C
  3. temperaturecooling for 1.5 hours
  4. additionpoured into ice-cold water
  5. extractionAfter extracting with ethyl acetate
  6. washthe extract is washed with water
  7. dry with materialdried over magnesium sulfate
  8. distillationThe solvent is distilled off
  9. customby recrystallizing from ethanol
  10. additiontreating with ethanolic hydrochloric acid

출처 및 근거

ORD 기록
ord-ef1278346bae4fbfafd5f107b4b3da05
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04892872

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