Hydrochloric Acid → [4-[N-methyl-N-(4-oxo-4H-pyrido[3,2-e]-1,3-thiazin-2-yl)amino]phenyl]acetic acid

HRID 367206ノート

反応式

HRID 367206 の反応式
[CH3:1][N:2]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23]CC)=[O:22])=[CH:16][CH:15]=1)[C:3]1[S:4][C:5]2[N:13]=[CH:12][CH:11]=[CH:10][C:6]=2[C:7](=[O:9])[N:8]=1.C(O)C.[OH-].[Na+].Cl>O>[CH3:1][N:2]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([OH:23])=[O:22])=[CH:16][CH:15]=1)[C:3]1[S:4][C:5]2[N:13]=[CH:12][CH:11]=[CH:10][C:6]=2[C:7](=[O:9])[N:8]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 86755945HCID 86755945、化合物

生成物 1

HCID 23287586[4-[N-methyl-N-(4-oxo-4H-pyrido[3,2-e]-1,3-thiazin-2-yl)amino]phenyl]acetic acid収率 98.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 250 mg of ethyl [4-[N-methyl-N-(4-oxo-4H-pyrido[3,2-e]-1,3-thiazin-2-yl)amino)phenyl]acetate and 1.55 ml of ethanol was added 1.55 ml of a 0.5 N aqueous solution of sodium hydroxide under cooling with ice. The mixture was then stirred at room temperature for 4 hours. The reaction mixture was diluted with 5 ml of water, and then adjusted with a 0.5 N hydrochloric acid to pH 1. The resulting crystal was collected by filtration, washed with water and then with diethyl ether, and then dried under reduced pressure to obtain 227 mg of [4-[N-methyl-N-(4-oxo-4H-pyrido[3,2-e]-1,3-thiazin-2-yl)amino]phenyl]acetic acid. Nuclear magnetic resonance spectrum (CDCl3, TMS internal standard) δ: 3.64 (3H, s), 3.77 (2H, s), 7.33 (2H, d, J=7.6 Hz), 7.38 (1H, dd, J=8.0, 4.8 Hz), 7.49 (2H, d, J=7.6 Hz), 8.54-8.60 (1H, m), 8.67 (1H, d, J=8.0 Hz)

後処理

  1. temperatureunder cooling with ice
  2. filtrationThe resulting crystal was collected by filtration
  3. washwashed with water
  4. dry with materialwith diethyl ether, and then dried under reduced pressure

出典と根拠

ORDレコード
ord-e6fb260ef88e4888954bc5f0ee018f2c
出典データセット
uspto-grants-2000_10
特許番号
US06133258

反応ノート

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