1-Propanol → 3-[4-Chloro-6-fluoro-2-propoxybenzothiazol-7-yl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

HRID 1419707ノート

反応式

HRID 1419707 の反応式
[CH2:1]([OH:4])[CH2:2][CH3:3].[H-].[Na+].Cl[C:8]1[S:9][C:10]2[C:16]([N:17]3[C:22](=[O:23])[CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[NH:19][C:18]3=[O:28])=[C:15]([F:29])[CH:14]=[C:13]([Cl:30])[C:11]=2[N:12]=1>O1CCCC1>[Cl:30][C:13]1[C:11]2[N:12]=[C:8]([O:4][CH2:1][CH2:2][CH3:3])[S:9][C:10]=2[C:16]([N:17]2[C:22](=[O:23])[CH:21]=[C:20]([C:24]([F:26])([F:27])[F:25])[NH:19][C:18]2=[O:28])=[C:15]([F:29])[CH:14]=1

参加物

5

反応物 3

HCID 10311-PropanolHCID 24758Sodium hydrideHCID 109382113-[2,4-Dichloro-6-fluorobenzothiazol-7-yl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

生成物 1

HCID 153461793-[4-Chloro-6-fluoro-2-propoxybenzothiazol-7-yl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

108 ml of absolute n-propanol were added dropwise at room temperature to 1.1 g of sodium hydride (97% strength) in 40 ml of absolute tetrahydrofuran. Stirring was carried out for 30 minutes, after which 7.0 g of 3-[2,4-dichloro-6-fluorobenzothiazol-7-yl]-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione (compound I.4) were slowly added. Stirring was carried out for 12 hours, after which the solvent was distilled off at reduced pressure and the residue was then taken up in water. 10% strength hydrochloric acid was added to the aqueous phase until the resulting pH was from 3 to 4. The precipitate formed was separated off, washed with water and then dried. Yield: 5.2 g.

後処理

  1. stirringStirring
  2. waitwas carried out for 12 hours
  3. distillationafter which the solvent was distilled off at reduced pressure
  4. addition10% strength hydrochloric acid was added to the aqueous phase until the resulting pH
  5. customThe precipitate formed
  6. customwas separated off
  7. washwashed with water
  8. customdried

出典と根拠

ORDレコード
ord-b22d4fb7bca04445a98ee8332890ff96
出典データセット
uspto-grants-1999_03
特許番号
US05888940

反応ノート

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