Sodium Carbonate → N-(4-methoxy-2-nitrophenyl)-2-methyl-5-oxazolemethanamine

HRID 1587391노트

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HRID 1587391 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].C(=O)([O-])[O-].[Na+].[Na+].Br[CH2:20][C:21]1[O:25][C:24]([CH3:26])=[N:23][CH:22]=1>CN(C)C=O>[CH3:9][O:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][CH2:20][C:21]2[O:25][C:24]([CH3:26])=[N:23][CH:22]=2)=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 667934-Methoxy-2-nitroanilineHCID 128087865-(Bromomethyl)-2-methyloxazole

생성물 1

HCID 19105068N-(4-methoxy-2-nitrophenyl)-2-methyl-5-oxazolemethanamine수율 57%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
70 °C

실험 절차

To a solution of 33.63 parts of 1-amino-4-methoxy-2-nitrobenzene in 282 parts of N,N-dimethylformamide there were added 21.2 parts of sodium carbonate and a solution of 35.2 parts of 5-bromomethyl-2-methyloxazole in 94 parts of N,N-dimethylformamide. The whole was stirred for 20 hours at 70° C. and was then evaporated. The residue was taken up in water and the product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH 95:5). The eluent of the desired fraction was evaporated and the residue was crystallized from petroleum ether. The product was filtered off and dried, yielding 30 parts (57.0%) of N-(4-methoxy-2-nitrophenyl)-2-methyl-5-oxazolemethanamine (interm. 14).

후처리

  1. customwas then evaporated
  2. extractionthe product was extracted with dichloromethane
  3. customThe extract was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by column chromatography (silica gel; CH2Cl2 /CH3OH 95:5)
  7. customThe eluent of the desired fraction was evaporated
  8. customthe residue was crystallized from petroleum ether
  9. filtrationThe product was filtered off
  10. customdried

출처 및 근거

ORD 기록
ord-fcd94407885a41deaedd270e839b7854
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05217980

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