4,5-Dihydro-2-thiazolamine → 4-[(4,5-dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis(phenylmethylene)-2H-thiopyran-4-ol

HRID 65662

反応式

HRID 65662 の反応式
[C:1]1([CH:7]=[C:8]2[C:13](=[O:14])[C:12](=[CH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:11][S:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:22][C:23]1[S:24][CH2:25][CH2:26][N:27]=1>CC(C)=O>[S:24]1[CH2:25][CH2:26][N:27]=[C:23]1[NH:22][C:13]1([OH:14])[C:8](=[CH:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:9][S:10][CH2:11][C:12]1=[CH:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

参加物

4

反応物 2

HCID 156894,5-Dihydro-2-thiazolamine2 回HCID 336779tetrahydro-3,5-bis(phenylmethylene)-4H-thiopyran-4-one

生成物 1

HCID 543093604-[(4,5-dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis(phenylmethylene)-2H-thiopyran-4-ol収率 92.5%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒3 回

実験手順

A slurry of tetrahydro-3,5-bis-(phenylmethylene)-4H-thiopyran-4-one (5.5 g, 18.9 mmole) in 200 ml of acetone is treated with a solution of 2-amino-2-thiazoline (2.0 g, 19.6 mmole, filtered) in 100 ml of acetone at room temperature. The mixture never becomes homogeneous, but the nature of the solids change (yellow to white). After stirring at room temperature for 2 days, the starting ketone remains as evidenced by tlc. Additional 2-amino-2-thiazoline (1 g, 9.8 mmole, filtered) in 50 ml of acetone is added and the mixture is heated at reflux temperature for 1 day. Upon cooling to room temperature, filtration and washing with acetone affords a combined yield of 6.9 g (92.5%) of product in two crops, m.p. 171°-172.5°).

後処理

  1. temperaturethe mixture is heated
  2. temperatureat reflux temperature for 1 day
  3. temperatureUpon cooling to room temperature
  4. filtrationfiltration
  5. washwashing with acetone

出典と根拠

ORDレコード
ord-aaf3d8cc1bea45509c5acd085d8e0556
出典データセット
uspto-grants-1978_12
特許番号
US04128647

関連ノート

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