Phosphorus oxychloride → 2-Cyclohexylthiazole-4-carboxylic acid (6-acetyl-3-methoxy-2-methylphenyl)amide

HRID 579655ノート

反応式

HRID 579655 の反応式
O=P(Cl)(Cl)Cl.[CH:6]1([C:12]2[S:13][CH:14]=[C:15]([C:17]([OH:19])=O)[N:16]=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[C:20]([C:23]1[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[C:26]([CH3:32])[C:24]=1[NH2:25])(=[O:22])[CH3:21]>N1C=CC=CC=1>[C:20]([C:23]1[C:24]([NH:25][C:17]([C:15]2[N:16]=[C:12]([CH:6]3[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]3)[S:13][CH:14]=2)=[O:19])=[C:26]([CH3:32])[C:27]([O:30][CH3:31])=[CH:28][CH:29]=1)(=[O:22])[CH3:21]

参加物

5

反応物 3

HCID 24813Phosphorus oxychlorideHCID 234049342-Cyclohexyl-1,3-thiazole-4-carboxylic acidHCID 250673162'-Amino-3'-methyl-4'-methoxyacetophenone

生成物 1

HCID 579564522-Cyclohexylthiazole-4-carboxylic acid (6-acetyl-3-methoxy-2-methylphenyl)amide収率 98.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

POCl3 (1.4 mL, 14.9 mmol) was added drop wise at −35° C. over 5 min, to a stirred solution of 2-cyclohexylthiazole-4-carboxylic acid (117, 1.5 g, 7.1 mmol) and 2-acetyl-5-methoxy-6-methylaniline (1.27 g, 7.1 mmol) in dry pyridine (40 mL). After 1 h, the reaction mixture was successively warmed up to room temperature for 2.5 h, evaporated and neutralized with an aqueous solution of sodium bicarbonate. The precipitate was filtered, washed with water and dried to give 2.6 g (95%) of the title compound 118: m/z=373 (M+H)+.

後処理

  1. customevaporated
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried

出典と根拠

ORDレコード
ord-0b83b633f84544878330a100174dbfc4
出典データセット
uspto-grants-2015_05
特許番号
US09040562B2

反応ノート

読み込み中…