Water → HCID 178470543, 화합물

HRID 268282

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HRID 268282 반응식
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]2[N:8]=[CH:9][NH:10][C:6]=2[CH:5]=1)([O-])=O.[OH2:13].C([O:16][C:17](=[C:21]([C:25]([O-])=O)C([O-])=O)[O:18][CH2:19][CH3:20])C.[CH:28]1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>C(O)C.[Pd]>[OH:13][C:21]1([C:17]([O:18][CH2:19][CH3:20])=[O:16])[C:5]2[C:4]([CH:12]=[CH:11][C:7]3[C:6]=2[NH:10][CH2:9][N:8]=3)=[N:1][CH:28]=[CH:25]1

참가 물질

7

반응물 4

HCID 962Water2회HCID 71955-NitrobenzimidazoleHCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 23435867Diethoxymethylenemalonate

생성물 1

HCID 178470543HCID 178470543, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매2회

실험 절차

An 82 g. portion (0.5 mole) of 5-nitrobenzimidazole in 1 l of ethanol was reduced over 5 g. of 5% palladium-charcoal catalyst containing 50% water. The reduction stopped after a pressure drop of 97 psig. (97%) in 75 min. The catalyst was filtered, 108 g. (0.5 mole) of diethoxymethylenemalonate was added to the filtrate and the solution was boiled in an open flask until about one-half of the solvent had boiled away (ca. 2 hr.). The product set to a solid cake upon cooling. Ethanol containing a little water was added to assist in breaking up the cake and the product was filtered, washed with cold ethanol-H2O (3:1) and air-dried; yield, 125 g. (83%). A 50 g. portion of this anil was added to 500 ml. of boiling Dowtherm over a 3-4 min. period and boiling was continued 4 min. longer. After cooling to room temperature the product was filtered, washed with Dowtherm, then benzene and air-dried; 44 g. of crude product was obtained. Extraction of this material with 500 ml. of boiling ethanol gave 22 g., m.p. 315°-316°C.

후처리

  1. filtrationThe catalyst was filtered
  2. customthe solution was boiled in an open flask until about one-half of the solvent
  3. custom(ca. 2 hr.)
  4. temperatureupon cooling
  5. filtrationthe product was filtered
  6. washwashed with cold ethanol-H2O (3:1)
  7. customair-dried
  8. customyield
  9. additionportion of this anil was added to 500 ml
  10. filtrationwas filtered
  11. washwashed with Dowtherm
  12. dry with materialbenzene and air-dried
  13. customof crude product was obtained
  14. extractionExtraction of this material with 500 ml
  15. customof boiling ethanol gave 22 g

출처 및 근거

ORD 기록
ord-cf9250f1e4ae4f4fb6a3276dc41ac2f0
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03947434

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