Lithium hydroxide, monohydrate → 4-(4-Nitrophenyl)thiazole-2-carboxylic acid

HRID 1024432노트

반응식

HRID 1024432 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([C:15]([O:17]CC)=[O:16])[S:13][CH:14]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].O.[OH-].[Li+]>C1COCC1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[C:12]([C:15]([OH:17])=[O:16])[S:13][CH:14]=2)=[CH:8][CH:9]=1)([O-:3])=[O:2]

참가 물질

4

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 10084925Ethyl 4-(4-nitrophenyl)-1,3-thiazole-2-carboxylate2회

생성물 1

HCID 152742424-(4-Nitrophenyl)thiazole-2-carboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To ethyl 4-(4-nitrophenyl)thiazole-2-carboxylate (Intermediate 3, step A, 7.0 g) in THF (70 ml) was added (1 ml) 1N lithium hydroxide monohydrate solution and reaction mixture was stirred for 4 hours at RT. Organic solvent was concentrated, water was added, and the reaction mixture was made acidic by dilute HCl solution. This resulted in precipitation of white solid, which was filtered and washed with water. The solid was dried to obtain the title compound. Yield: 6.2 gm (98%). 1H NMR (DMSO-d6, 300 MHz): δ 8.78 (s, 1H), 8.32 (d, 4H).

후처리

  1. concentrationOrganic solvent was concentrated
  2. additionwater was added
  3. customThis resulted in precipitation of white solid, which
  4. filtrationwas filtered
  5. washwashed with water
  6. customThe solid was dried

출처 및 근거

ORD 기록
ord-8f44e5169d0446bbb6ea100d619b50be
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722901B2

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