Phosgene → 5-Methyl-3-(2-pyridyl)-2H,5H-1,3-oxazino-[5,6-c] thieno[2,3-e] 1,2-thiazine-2,4-(3H)-dione 6,6-dioxide hydrochloride

HRID 542250

反応式

HRID 542250 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([C:10]1[N:11]([CH3:22])[S:12](=[O:21])(=[O:20])[C:13]2[CH:19]=[CH:18][S:17][C:14]=2[C:15]=1[OH:16])=[O:9].C(N(CC)CC)C.[C:30](Cl)([Cl:32])=[O:31]>C1(C)C=CC=CC=1>[ClH:32].[CH3:22][N:11]1[C:10]2[C:8](=[O:9])[N:7]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[C:30](=[O:31])[O:16][C:15]=2[C:14]2[S:17][CH:18]=[CH:19][C:13]=2[S:12]1(=[O:21])=[O:20]

参加物

5

反応物 3

HCID 6371PhosgeneHCID 8471TriethylamineHCID 54677971Tenoxicam

生成物 1

HCID 202098205-Methyl-3-(2-pyridyl)-2H,5H-1,3-oxazino-[5,6-c] thieno[2,3-e] 1,2-thiazine-2,4-(3H)-dione 6,6-dioxide hydrochloride

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

To a solution of 3.37 g. (10 mmole) N-(2-pyridyl)-4-hydroxy-2-methyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxamide 1,1-dioxide (tenoxicam) in 150 ml. toluene under nitrogen is added 1.01 g. (10 mmole) triethylamine and the mixture is cooled to 0° C. The cold solution is then added dropwise to a solution of 1.0 g. (10 mmole) phosgene in 50 ml. toluene at -70° C. over 45 minutes and stirring is continued at -70° to -60° C. for an additional 30 minutes. The reaction mixture is allowed to warm to room temperature and stirred for an hour. The solvent is evaporated in vacuo, the residue triturated with acetone and filtered to obtain the desired product which is purified by recrystallization, e.g., from acetine, ethanol or chloroform.

後処理

  1. additionThe cold solution is then added dropwise to a solution of 1.0 g
  2. stirringstirred for an hour
  3. customThe solvent is evaporated in vacuo
  4. customthe residue triturated with acetone
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-b971470fe1ed433b816949f64be0e5c7
出典データセット
uspto-grants-1987_04
特許番号
US04656265

関連ノート

読み込み中…