Hydrochloric Acid → 2-[1-[2,6-dichloro-4-(4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)yl)phenyl]-1-methylethyl]-4-phenyl-5-thiazoleacetic acid

HRID 1072479ノート

反応式

HRID 1072479 の反応式
C([O:3][C:4](=[O:36])[CH2:5][C:6]1[S:10][C:9]([C:11]([C:14]2[C:19]([Cl:20])=[CH:18][C:17]([N:21]3[C:26](=[O:27])[NH:25][C:24](=[O:28])[CH:23]=[N:22]3)=[CH:16][C:15]=2[Cl:29])([CH3:13])[CH3:12])=[N:8][C:7]=1[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)C.[OH-].[Na+].Cl.CCOC(C)=O>CO.C1COCC1>[Cl:20][C:19]1[CH:18]=[C:17]([N:21]2[C:26](=[O:27])[NH:25][C:24](=[O:28])[CH:23]=[N:22]2)[CH:16]=[C:15]([Cl:29])[C:14]=1[C:11]([C:9]1[S:10][C:6]([CH2:5][C:4]([OH:36])=[O:3])=[C:7]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[N:8]=1)([CH3:13])[CH3:12]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 9828866ethyl-2-[1-[2,6-dichloro-4-(4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)-yl]phenyl]-1-methylethyl]-4-phenyl-5-thiazoleacetate

生成物 1

HCID 158708342-[1-[2,6-dichloro-4-(4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)yl)phenyl]-1-methylethyl]-4-phenyl-5-thiazoleacetic acid収率 84.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of intermediate (9) (0.00183 mole) and NaOH 1N (0.0055 mole) in CH3OH (25 ml) and THF (25 ml) was stirred overnight at RT. The reaction mixture was acidified with 1N HCl (8 ml) and the resulting product was taken up into EtOAc. The organic layer was washed with brine, dried, filtered and the solvent was evaporated. The residue was crystallized from CH3CN. The precipitate was filtered off, washed with DIPE, and dried, yielding 0.8 g (79%) of 2-[1-[2,6-dichloro-4-(4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)yl)phenyl]-1-methylethyl]-4-phenyl-5-thiazoleacetic acid (intermediate 10).

後処理

  1. washThe organic layer was washed with brine
  2. customdried
  3. filtrationfiltered
  4. customthe solvent was evaporated
  5. customThe residue was crystallized from CH3CN
  6. filtrationThe precipitate was filtered off
  7. washwashed with DIPE
  8. customdried

出典と根拠

ORDレコード
ord-64ad69748b0a4f4bbe279672e67e234e
出典データセット
uspto-grants-2005_06
特許番号
US06911444B2

反応ノート

読み込み中…