HCID 178486889, compound → HCID 178488820, compound

HRID 443829Notes

Reaction equation

HRID 443829 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[NH:11][C:10]3=[CH:13][C:14]([C:16](O)=[O:17])=[N:15][N:9]3[C:8](=[O:19])[C:7]=2[CH:6]=[CH:5][CH:4]=1.COC1C(OC)=CC2C(=O)[N:27]3N=C(C(N)=O)C=C3NC=2C=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]([NH2:27])=[O:17])=[N:15][N:9]3[C:8](=[O:19])[C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 178486889HCID 178486889, compoundHCID 178488821HCID 178488821, compound

Product 1

HCID 178488820HCID 178488820, compound

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

A mixture of 4,9-dihydro-5-methoxy-9-oxo-pyrazolo[5,1-b]quinazoline-2-carboxylic acid (6.6 g; 0.025 mole) and phosphorous oxychloride (100 ml) is stirred at room temperature overnight. The solid is filtered off, washed with ether, dried and treated with cold (0° C.) ammonium hydroxide solution (58%; 50 ml). After standing overnight at room temperature the product is filtered off, dried and used in the next step without further purification. Yield 5.06 g; mp 265°-270° C. By the same procedure, starting with the corresponding 6,7-dimethoxy compound, the product obtained is 4,9-dihydro-6,7-dimethoxy-9-oxo-pyrazolo[5,1-b]quinazoline-2-carboxamide.

Workup

  1. filtrationThe solid is filtered off
  2. washwashed with ether
  3. customdried
  4. additiontreated with cold (0° C.) ammonium hydroxide solution (58%; 50 ml)
  5. waitAfter standing overnight at room temperature
  6. filtrationthe product is filtered off
  7. customdried
  8. customused in the next step without further purification
  9. customthe product obtained

Sources & evidence

ORD record
ord-7782f0f396e3458c9a9109c5a2b4ac40
Source dataset
uspto-grants-1981_04
Patent number
US04261996

Reaction notes

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