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Hydrochloric Acid → N-(5-Phenyl-2-thienyl)-benzamide

HRID 2082773
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HRID 2082773 반응식
O.O.[I-].[Li+].[Li+].[I-].C(C[C:11]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[S:13][C:12]=1[NH:22][C:23](=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)(O)=O.Cl>N1C(C)=CC(C)=CC=1C.C(Cl)(Cl)Cl.O>[C:16]1([C:14]2[S:13][C:12]([NH:22][C:23](=[O:30])[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)=[CH:11][CH:15]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 66321Lithium iodideHCID 23341625N-(3-Carboxymethyl-5-phenyl-2-thienyl)-benzamideHCID 23688289Lithium iodide (LiI), dihydrate

생성물 1

HCID 23341604N-(5-Phenyl-2-thienyl)-benzamide수율 53%

시약·촉매·용매 3

HCID 962Water
용매
HCID 6212Chloroform용매
HCID 79532,4,6-Trimethylpyridine용매2회

실험 절차

Lithium iodide dihydrate (25.5 g, 0.168 mole) in collidine (50 ml) under nitrogen were stirred and refluxed until the LiI dissolved. The amido-ester of Example 52 (17 g, 0.053 mole) in ward collidine (400 ml) was added and the solution stirred and refluxed for 48 hours. The cooled solution was poured into a mixture of 5N. HCl (800 ml., 4 mole) and ice, extracted with chloroform, which was washed with saturated sodium hydrogen carbonate solution, dried (Na2SO4), and evaporated to leave a semisolid. This was heated in vacuo with water to remove residual collidine, stirred with saturated sodium hydrogen carbonate solution, the solid filtered, washed with water and dried to give the title compound (7.85 g) (m.p. 202°-203° C.).

후처리

  1. dissolutiondissolved
  2. temperaturerefluxed for 48 hours
  3. additionThe cooled solution was poured into a mixture of 5N
  4. washwas washed with saturated sodium hydrogen carbonate solution
  5. dry with materialdried (Na2SO4)
  6. customevaporated
  7. customto leave a semisolid
  8. customto remove residual collidine
  9. stirringstirred with saturated sodium hydrogen carbonate solution
  10. filtrationthe solid filtered
  11. washwashed with water
  12. customdried

출처 및 근거

ORD 기록
ord-d1e90a78bf4a49bb98912395b3fd8e71
출처 데이터셋
uspto-grants-1978_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04082771

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