Hydrochloric Acid → 4-(3-Carboxypropyl)Amino-6,7,8-Trimethoxyquinazoline

HRID 1603525Notes

Reaction equation

HRID 1603525 reaction equation
[OH-].[Na+].C([O:5][C:6]([CH2:8][CH2:9][CH2:10][NH:11][C:12]1[C:21]2[C:16](=[C:17]([O:26][CH3:27])[C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][N:13]=1)=[O:7])C.C(O)C.Cl>O1CCCC1>[C:6]([CH2:8][CH2:9][CH2:10][NH:11][C:12]1[C:21]2[C:16](=[C:17]([O:26][CH3:27])[C:18]([O:24][CH3:25])=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][N:13]=1)([OH:7])=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 97984504-(3-Ethoxycarbonylpropyl)Amino-6,7,8-Trimethoxyquinazoline

Product 1

HCID 98619074-(3-Carboxypropyl)Amino-6,7,8-TrimethoxyquinazolineYield 744%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5 ml of a 1N aqueous solution of sodium hydroxide is added to a solution of 0.52 g (1.5 mmol) of the 4-(3-ethoxycarbonylpropyl)amino-6,7,8-trimethoxyquinazoline obtained in Example 1 in tetrahydrofuran (5 ml)/ethanol (5 ml), followed by stirring at room temperature one whole day and night. The reaction liquid is neutralized with 5 ml of 1N hydrochloric acid, and then concentrated under reduced pressure. The crystals thus precipitated are recovered by filtration, washed with water, and dried with air. Thus, 0.36 g (yield 744%) of a pale-yellow crystal is obtained.

Workup

  1. customThe reaction liquid
  2. concentrationconcentrated under reduced pressure
  3. customThe crystals thus precipitated
  4. filtrationare recovered by filtration
  5. washwashed with water
  6. customdried with air

Sources & evidence

ORD record
ord-0a80c348d3af4ddcb017380d41b1652c
Source dataset
uspto-grants-1999_11
Patent number
US05990117

Reaction notes

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