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Acetic Acid → 3-Amino-N,N-dimethyl-4-[2-(3-thienyl)-1H-imidazol-1-yl]-benzamide

HRID 72754
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HRID 72754 반응식
[CH3:1][N:2]([CH3:24])[C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[CH:13][N:12]=[C:11]2[C:15]2[CH:19]=[CH:18][S:17][CH:16]=2)=[C:6]([N+:20]([O-])=O)[CH:5]=1.C(O)(=O)C.[O-]S([O-])(=S)=O.[Na+].[Na+].N>O1CCCC1.C(OCC)(=O)C.O>[NH2:20][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[N:10]1[CH:14]=[CH:13][N:12]=[C:11]1[C:15]1[CH:19]=[CH:18][S:17][CH:16]=1)[C:3]([N:2]([CH3:24])[CH3:1])=[O:23]
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참가 물질

8

반응물 4

HCID 176Acetic AcidHCID 222AmmoniaHCID 24477Sodium ThiosulfateHCID 59198669N,N-dimethyl-3-nitro-4-[2-(3-thienyl)-1H-imidazol-1-yl]benzamide

생성물 1

HCID 591988023-Amino-N,N-dimethyl-4-[2-(3-thienyl)-1H-imidazol-1-yl]-benzamide

시약·촉매·용매 3

HCID 962Water
용매
HCID 8028Tetrahydrofuran용매
HCID 8857Ethyl Acetate용매

실험 절차

To 1.60 g of N,N-dimethyl-3-nitro-4-[2-(3-thienyl)-1H-imidazol-1-yl]benzamide, 5.8 mL of acetic acid and 5.8 mL of water were added, and dissolved under heating. To the solution 3.25 g of 85% sodium hyposulfite was added little by little, followed by 3.3 hours' heating under reflux. The reaction liquid was cooled with ice, to which ethyl acetate was added, and then 25% aqueous ammonia was added little by little to render the same weakly alkaline. Tetrahydrofuran was added and whereby separated organic layer was recovered, which was washed with brine and dried over magnesium sulfate. Distilling the solvent off, 769 mg of the title compound was obtained.

후처리

  1. dissolutiondissolved
  2. temperatureunder heating
  3. temperature' heating
  4. temperatureunder reflux
  5. customThe reaction liquid
  6. additionwas added
  7. customwhereby separated organic layer
  8. customwas recovered
  9. washwhich was washed with brine
  10. dry with materialdried over magnesium sulfate
  11. distillationDistilling the solvent off, 769 mg of the title compound
  12. customwas obtained

출처 및 근거

ORD 기록
ord-bd127e06abcd416f8ca97540e6fe1708
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829000B2

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