Formic Acid → N,N-Dimethyl-2-aminosulfonyl-4-formamidobenzamide

HRID 505949

반응식

HRID 505949 반응식
[CH3:1][N:2]([CH3:18])[C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][C:5]=1[S:13]([NH2:16])(=[O:15])=[O:14].[CH:19](O)=[O:20]>[O-][Mo]([O-])(=O)=O.[Na+].[Na+].[Pd]>[CH3:1][N:2]([CH3:18])[C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH:19]=[O:20])=[CH:6][C:5]=1[S:13]([NH2:16])(=[O:15])=[O:14]

참가 물질

5

반응물 2

HCID 284Formic AcidHCID 22066001N,N-Dimethyl-4-nitro-2-sulfamoylbenzamide

생성물 1

HCID 15240549N,N-Dimethyl-2-aminosulfonyl-4-formamidobenzamide

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 61424Sodium Molybdate촉매

반응 조건

온도
20 °C

실험 절차

A suspension of 40 g N,N-Dimethyl 2-aminosulfonyl-4-nitrobenzamide (VIII), sodium molybdate (0.08 g) and Pd/C (3 g, 5%, 50% water) in formic acid (200 ml) was hydrogenated at 50° C. and 40 bar for 7 hours. The catalyst was then filtered and washed with formic acid (20 ml). The filtrate was concentrated in vacuo and ethyl acetate (200 ml) added. After stirring for 2 hours at 20° C. the product was filtered, the filtrate concentrated and re-filtered. The combined solids were washed with ethyl acetate (20 ml) and dries at 50° C./50 mbar. Yield: 35.3 g (=84.3%), 94.1% w/w, mp.: 192-193° C.

후처리

  1. customwas hydrogenated at 50° C.
  2. filtrationThe catalyst was then filtered
  3. washwashed with formic acid (20 ml)
  4. concentrationThe filtrate was concentrated in vacuo and ethyl acetate (200 ml)
  5. additionadded
  6. filtrationwas filtered
  7. concentrationthe filtrate concentrated
  8. filtrationre-filtered
  9. washThe combined solids were washed with ethyl acetate (20 ml) and dries at 50° C./50 mbar

출처 및 근거

ORD 기록
ord-2859279ccf80494dbc0d185f567de2f3
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07781611B2

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