Hexane → 2-(4-chloro-2-fluorophenyl)-5,6-dihydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione

HRID 27007

反応式

HRID 27007 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[C:4]([F:11])[CH:3]=1.[C:12]([C:17]1[CH2:18][S:19][CH2:20][CH2:21][N:22]=1)(OCC)=[O:13].CCCCCC>CCOCC.C(N(CC)CC)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:17]3=[CH:18][S:19][CH2:20][CH2:21][N:22]3[C:9]2=[O:10])=[C:4]([F:11])[CH:3]=1

参加物

6

反応物 3

HCID 8058HexaneHCID 45582034-Chloro-2-fluorophenyl isocyanateHCID 213030583-Carbethoxy-5,6-dihydro-1,4-thiazine

生成物 1

HCID 233433902-(4-chloro-2-fluorophenyl)-5,6-dihydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione収率 66.8%

試薬・触媒・溶媒 2

HCID 8471Triethylamine触媒HCID 3283Diethyl Ether溶媒2 回

実験手順

A solution of 8.6 g of 4-chloro-2-fluorophenylisocyanate in 20 ml of anhydrous ether was added dropwise to a mixture of 9.8 g of crude 3-carbethoxy-5,6-dihydro-1,4-thiazine and 10 drops of triethylamine in 20 ml of ether. After the addition, 30 ml of hexane was added dropwise in 20 min. The solution was stirred at room temperature for 3 hrs. The solution was concentrated in vacuo to remove solvent. The resulting oil was crystallized from ether to give 10 g of 2-(4-chloro-2-fluorophenyl)-5,6-dihydro-1H-imidazo[5,1-c][1,4]thiazine-1,3(2H)-dione, m.p. 117.5°-120.5° C.

後処理

  1. additionwas added dropwise in 20 min
  2. concentrationThe solution was concentrated in vacuo
  3. customto remove solvent
  4. customThe resulting oil was crystallized from ether

出典と根拠

ORDレコード
ord-717bfbb6b90c4d1aae73fb1d40032188
出典データセット
uspto-grants-1980_09
特許番号
US04220465

関連ノート

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