Ethyl (3-cyanomethyl-3,4-dihydro-4-oxophthalazin-1-yl)acetate → Ethyl-3-(5,7-difluorobenzothiazol-2-ylmethyl)-4-oxo-3-H-phthalazin-1-ylacetate

HRID 1199503Notes

Reaction equation

HRID 1199503 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[N:8]([CH2:17][C:18]#[N:19])[N:7]=1)[CH3:2].Cl.N[C:23]1[CH:28]=[C:27]([F:29])[CH:26]=[C:25]([F:30])[C:24]=1[SH:31]>C(O)C>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[N:8]([CH2:17][C:18]2[S:31][C:24]3[C:25]([F:30])=[CH:26][C:27]([F:29])=[CH:28][C:23]=3[N:19]=2)[N:7]=1)[CH3:2]

Participants

4

Reactant 2

HCID 2821704Ethyl (3-cyanomethyl-3,4-dihydro-4-oxophthalazin-1-yl)acetateHCID 197896412-Amino-4,6-difluorothiophenol hydrochloride

Product 1

HCID 14519544Ethyl-3-(5,7-difluorobenzothiazol-2-ylmethyl)-4-oxo-3-H-phthalazin-1-ylacetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl-3-cyanomethyl-4-oxo-phthalazin-1-ylacetate (1.29 g), 2-amino-4,6-difluoro-thiophenol hydrochloride (0.98 g) and ethanol (20 ml) was refluxed for 6 hours. Upon cooling, the title compound precipitated out as a pale yellow solid (yield: 1.62 g; m.p. 115°-117° C.).

Workup

  1. temperaturewas refluxed for 6 hours
  2. temperatureUpon cooling
  3. customthe title compound precipitated out as a pale yellow solid (yield: 1.62 g; m.p. 115°-117° C.)

Sources & evidence

ORD record
ord-771dca1d068348e4b8026845c3ddf182
Source dataset
uspto-grants-1990_02
Patent number
US04900844

Reaction notes

Loading…