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Sodium Hydroxide → [6-(2-Nitro-phenyl)-imidazo[2,1-b]thiazol-3-yl]-acetic acid

HRID 2265063
ノート
印刷プレビュー

反応式

HRID 2265063 の反応式
C(O[C:4]([C:6]1[N:7]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N+:20]([O-:22])=[O:21])[N:11]=[C:8]2[S:9][CH:10]=1)=O)C.[OH-:23].[Na+].C1[CH2:29][O:28]CC1.O>>[N+:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:12]1[N:11]=[C:8]2[N:7]([CH:13]=1)[C:6]([CH2:4][C:29]([OH:28])=[O:23])=[CH:10][S:9]2)([O-:22])=[O:21]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 14798Sodium HydroxideHCID 21881883Oxolane--water (1/1)HCID 25232522Ethyl 6-(2-nitrophenyl)imidazo[2,1-b]thiazole-3-carboxylate

生成物 1

HCID 43464941[6-(2-Nitro-phenyl)-imidazo[2,1-b]thiazol-3-yl]-acetic acid収率 99%

反応条件

温度
50 °C

実験手順

6-(2-Nitro-phenyl)-imidazo[2,1-b]thiazole-3-carboxylic acid ethyl ester (466 mg, 1.47 mmol) in 2:1 THF/Water was combined with 4 eq of NaOH (234 mg). The reaction mixture was heated to 50° C. for 3 hours. The reaction mixture was concentrated to dryness, the residue dissolved in water (20 ml), washed with CH2Cl2, and the aqueous layer was adjusted to pH=3 with 4N HCl. The solids were collected by filtration, washed with water and air dried to obtain the acid product was a brown solid (442 mg, 99% yield) (MS, M++H=304.0)

後処理

  1. concentrationThe reaction mixture was concentrated to dryness
  2. dissolutionthe residue dissolved in water (20 ml)
  3. washwashed with CH2Cl2
  4. filtrationThe solids were collected by filtration
  5. washwashed with water and air
  6. customdried
  7. customto obtain the acid product

出典と根拠

ORDレコード
ord-16584dd84d8449c698486cc3abe58b06
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07855289B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート