Pivalic acid → HCID 18002590、化合物

HRID 478656ノート

反応式

HRID 478656 の反応式
CO[C:3]([CH:5]1[C:14](=O)[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[S:7][CH2:6]1)=[O:4].[C:16]([C:18]1[CH:23]=[CH:22][C:21]([NH:24][NH2:25])=[CH:20][CH:19]=1)#[N:17].C(O)(=O)C(C)(C)C>>[O:4]=[C:3]1[N:24]([C:21]2[CH:22]=[CH:23][C:18]([C:16]#[N:17])=[CH:19][CH:20]=2)[NH:25][C:14]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[S:7][CH2:6][C:5]1=2

参加物

4

反応物 3

HCID 6417Pivalic acidHCID 5837844-HydrazinobenzonitrileHCID 13017520Methyl 4-oxothiochromane-3-carboxylate

生成物 1

HCID 18002590HCID 18002590、化合物収率 84.8%

実験手順

4-Oxo-thiochroman-3-carboxylic acid methyl ester (0.200 g, 0.90 mmol), 4-cyanophenylhydrazine (0.132 g, 0.99 mmol) together with a small amount of pivalic acid was heated at 118° C. in an oil bath under N2. After 1 h the mixture was cooled to room temperature and then triturated with ether. The precipitate was filtered and dried to yield 4-(3-oxo-1,4-dihydro-3H-thiochromeno[4,3-c]pyrazol-2-yl)-benzonitrile (0.233 g): 1H NMR (400 MHz, DMSO-d6) δ 8.06 (2H, d), 7.92 (2H, d), 7.80-7.83 (1H, m), 7.30-7.33 (1H, m), 7.18-7.25 (2H, m), 3.91 (2H, s).

後処理

  1. customtriturated with ether
  2. filtrationThe precipitate was filtered
  3. customdried

出典と根拠

ORDレコード
ord-ad405524ce0b4405bbee545b87a7e565
出典データセット
uspto-grants-2003_11
特許番号
US06642249B2

反応ノート

読み込み中…