HCID 178488820, compound → HCID 178488819, compound

HRID 443831Notes

Reaction equation

HRID 443831 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[NH:11][C:10]3=[CH:13][C:14]([C:16]([NH2:18])=O)=[N:15][N:9]3[C:8](=[O:19])[C:7]=2[CH:6]=[CH:5][CH:4]=1>P(Cl)(Cl)(Cl)=O>[CH3:1][O:2][C:3]1[C:12]2[NH:11][C:10]3=[CH:13][C:14]([C:16]#[N:18])=[N:15][N:9]3[C:8](=[O:19])[C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 178488820HCID 178488820, compound

Product 1

HCID 178488819HCID 178488819, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

A suspension of 4,9-dihydro-5-methoxy-9-oxo-pyrazolo[5,1-b]quinazoline-2-carboxamide (5.05 g; 0.0195 mole) in phosphorous oxychloride (100 ml) is heated under reflux for 2 hrs. After standing two days at room temperature, excess phosphorous oxychloride is removed under reduced pressure and the residue suspended in saturated sodium bicarbonate solution (100 ml). The solid is filtered off, washed with water and dried. Yield 3.0 g; mp 292°-297° C. (d). Starting with the corresponding 7-fluoro, 8-trifluoromethyl and 6,7-dimethoxy compounds, the products obtained are, respectively, the 7-fluoro, 8-trifluoromethyl and 6,7-dimethoxy-4,9-dihydro-9-oxo-pyrazolo[5,1-b]quinazoline-2-carbonitriles

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 2 hrs
  3. customexcess phosphorous oxychloride is removed under reduced pressure
  4. filtrationThe solid is filtered off
  5. washwashed with water
  6. customdried
  7. customthe products obtained

Sources & evidence

ORD record
ord-fc3c3bbfba5d4a96a97679a394b2bee8
Source dataset
uspto-grants-1981_04
Patent number
US04261996

Reaction notes

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