Hydrochloric Acid → 2,4-Diamino-6-(3,5-dichlorophenoxyimino)-5,6,7,8-tetrahydroquinazoline

HRID 1735339Notes

Reaction equation

HRID 1735339 reaction equation
CC(C([NH:7][C:8]1[N:17]=[C:16]([NH:18]C(C(C)(C)C)=O)[C:15]2[CH2:14][C:13](=[N:25][O:26][C:27]3[CH:32]=[C:31]([Cl:33])[CH:30]=[C:29]([Cl:34])[CH:28]=3)[CH2:12][CH2:11][C:10]=2[N:9]=1)=O)(C)C.Cl.O>O1CCCC1>[NH2:7][C:8]1[N:17]=[C:16]([NH2:18])[C:15]2[CH2:14][C:13](=[N:25][O:26][C:27]3[CH:32]=[C:31]([Cl:33])[CH:30]=[C:29]([Cl:34])[CH:28]=3)[CH2:12][CH2:11][C:10]=2[N:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 536722812,4-Di[(1,1-dimethylethyl)carbonylamino]-6-(3,5-dichlorophenoxyimino)-5,6,7,8-tetrahydroquinazoline

Product 1

HCID 540353872,4-Diamino-6-(3,5-dichlorophenoxyimino)-5,6,7,8-tetrahydroquinazoline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 2.5 grams (0.005 mole) of 2,4-di[(1,1-dimethylethyl)carbonylamino]-6-(3,5-dichlorophenoxyimino)-5,6,7,8-tetrahydroquinazoline in 40 mL of tetrahydrofuran is stirred, and a methanolic solution saturated with hydrogen chloride is added portionwise until a clear solution is obtained. After this time about 2 mL of water is added, and the reaction mixture is heated to reflux where it is stirred for about 4 hours. The reaction mixture is then cooled to ambient temperature and is washed with acetone. The reaction mixture is concentrated under reduced pressure, yielding 2,4-diamino-6-(3,5-dichlorophenoxyimino)-5,6,7,8-tetrahydroquinazoline.

Workup

  1. customis obtained
  2. temperaturethe reaction mixture is heated
  3. temperatureto reflux where it
  4. stirringis stirred for about 4 hours
  5. washis washed with acetone
  6. concentrationThe reaction mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-28d5aabaa6af4d7b91fe510fac920da1
Source dataset
uspto-grants-1996_07
Patent number
US05536725

Reaction notes

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