Sodium Acetate → HCID 11630741、化合物

HRID 2172151ノート

反応式

HRID 2172151 の反応式
[CH:1]([CH:3]([CH:13]=O)[C:4]1[N:9]=[C:8]([C:10]([OH:12])=[O:11])[CH:7]=[CH:6][CH:5]=1)=O.Cl.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][NH2:25])=[CH:20][CH:19]=1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH:1]=[C:3]([C:4]3[N:9]=[C:8]([C:10]([OH:12])=[O:11])[CH:7]=[CH:6][CH:5]=3)[CH:13]=[N:25]2)=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 517045Sodium AcetateHCID 27239044-Methoxyphenylhydrazine hydrochlorideHCID 27352046-(1,3-Dioxopropan-2-yl)picolinic acid

生成物 1

HCID 11630741HCID 11630741、化合物収率 61%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 6-(diformylmethyl)-pyridin-2-carboxylic acid (315 mg, 1.63 mmol), 4-methoxyphenylhydrazine hydrochloride (285 mg, 1.63 mmol) and sodium acetate (134 mg, 1.63 mmol) in acetic acid (5 mL) is heated to 110° C. for 18 h. After being allowed to cool, the solution is filtered. The solid product is washed with ethyl acetate and diethyl ether, and dried under vacuum to afford the title product (294 mg, 0.99 mmol, 61%) as a beige powder. m.p. 122-123° C. 1H NMR (300 MHz, DMSO-d6): δ 9.11 (1H, s), 8.38 (1H, s), 7.99 (2H, d, J=4.7 Hz), 7.86 (1H, t, J=4.4 Hz), 7.80 (2H, d, J=9.1 Hz), 7.08 (2H, d, J=9.1 Hz), 3.80 (3H, s), 1H missing. MS (ES+): m/e 297 (18), 296 (100). MS (ES−): m/e 295 (14), 294 (100).

後処理

  1. temperatureto cool
  2. filtrationthe solution is filtered
  3. washThe solid product is washed with ethyl acetate and diethyl ether
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-ead393ce1a5147838c4fe00b3a13a71c
出典データセット
uspto-grants-2015_06
特許番号
US09051342B2

反応ノート

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