Hydrochloric Acid → 7-(2,5-Dibromothiophen-3-yl)-5-(1-hydroxyguanidin-3-yl)imino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride

HRID 1700669ノート

反応式

HRID 1700669 の反応式
[Br:1][C:2]1[S:3][C:4]([Br:19])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=O)[CH2:8]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH2:31][NH:32][C:33]([NH:35][OH:36])=[NH:34].[ClH:37]>C(O)C>[ClH:37].[Br:1][C:2]1[S:3][C:4]([Br:19])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=[N:31][NH:32][C:33](=[NH:34])[NH:35][OH:36])[CH2:8]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 183174087-(2,5-Dibromothiophen-3-yl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-oneHCID 178427660HCID 178427660、化合物

生成物 1

HCID 1784281547-(2,5-Dibromothiophen-3-yl)-5-(1-hydroxyguanidin-3-yl)imino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

To a mixture of 7-(2,5-dibromothiophen-3-yl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (0.07 g) and 1-amino-3-hydroxyguanidine p-toluenesulfonate (58 mg) were added ethanol (1.5 ml) and concentrated hydrochloric acid (0.04 ml), and the mixture was stirred at 90° C. for 2 hours. Under reduced pressure, the solvent was evaporated, and to the residue was added 0.2N sodium hydroxide solution (10 ml). The mixture was extracted with ethyl acetate (30 ml) and tetrahydrofuran (20 ml). The organic layer was washed with water, to which was added concentrated hydrochloric acid (0.02 ml). The mixture was concentrated, and to the residue was added ethanol (1 ml). To the solution was added ether (0.2 ml), and the mixture was stirred for 3 hours. Precipitated crystals were filtered, washed with a mixture of ethanol/ether and dried to give 7-(2,5-dibromothiophen-3-yl)-5-(1-hydroxyguanidin-3-yl)imino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 126) (0.27 g) as pale yellow crystals.

後処理

  1. customUnder reduced pressure, the solvent was evaporated
  2. additionto the residue was added 0.2N sodium hydroxide solution (10 ml)
  3. extractionThe mixture was extracted with ethyl acetate (30 ml) and tetrahydrofuran (20 ml)
  4. washThe organic layer was washed with water, to which
  5. additionwas added concentrated hydrochloric acid (0.02 ml)
  6. concentrationThe mixture was concentrated
  7. additionto the residue was added ethanol (1 ml)
  8. additionTo the solution was added ether (0.2 ml)
  9. stirringthe mixture was stirred for 3 hours
  10. customPrecipitated crystals
  11. filtrationwere filtered
  12. washwashed with a mixture of ethanol/ether
  13. customdried

出典と根拠

ORDレコード
ord-5531f1942e174c7ea840f8852df2c5dd
出典データセット
uspto-grants-2002_02
特許番号
US06350749B1

反応ノート

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