Hydrochloric Acid → 4-(4-Methoxyphenyl)-2-methylaminomethyl-5-(3-pyridyl)-1,3-thiazole

HRID 65037ノート

反応式

HRID 65037 の反応式
C[N:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)=[C:5]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[S:4][CH:3]1[CH2:21][NH:22][C:23](=O)C1C=CC=CC=1.Cl.[OH-].[Na+]>>[CH3:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([C:6]2[N:2]=[C:3]([CH2:21][NH:22][CH3:23])[S:4][C:5]=2[C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[CH:12][CH:11]=1

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86741000N-methyl(benzoylaminomethyl)-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole

生成物 1

HCID 202350354-(4-Methoxyphenyl)-2-methylaminomethyl-5-(3-pyridyl)-1,3-thiazole収率 91%

反応条件

温度
80 °C

実験手順

To 2-(N-methyl(benzoylaminomethyl)-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole obtained by Example 13 was added 20 ml of 5N-HCl, and the mixture was stirred for 2 hours at 80° C. The reaction solution was left standing for cooling, which was then made alkaline with 2N-NaOH. The alkaline solution was subjected to extraction with ethyl acetate. The extract solution was washed with water, dried and concentrated under reduced pressure, followed by purification by means of a silica-gel column chromatography [eluent: chloroform-methanol (9:1)] to give 2.1 g (yield 91%) of 4-(4-methoxyphenyl)-2-methylaminomethyl-5-(3-pyridyl)-1,3-thiazole. Compounds prepared after the manner described in the above Examples 1-9 are exemplified in Table 1. Melting points are all uncorrected.

後処理

  1. waitThe reaction solution was left
  2. temperaturefor cooling
  3. extractionThe alkaline solution was subjected to extraction with ethyl acetate
  4. washThe extract solution was washed with water
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customfollowed by purification by means of a silica-gel column chromatography [eluent: chloroform-methanol (9:1)]

出典と根拠

ORDレコード
ord-cf787175057c4cc0baf5e1951641b066
出典データセット
uspto-grants-1986_09
特許番号
US04612321

反応ノート

読み込み中…