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

HRID 1024432ノート

反応式

HRID 1024432 の反応式
[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]

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 10084925Ethyl 4-(4-nitrophenyl)-1,3-thiazole-2-carboxylate2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8f44e5169d0446bbb6ea100d619b50be
出典データセット
uspto-grants-2014_05
特許番号
US08722901B2

反応ノート

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