Ammonia → N-(2-diisopropylaminoethyl)-N-(4,6-dimethyl-2-pyrimidinyl)urea

HRID 614321Notes

Reaction equation

HRID 614321 reaction equation
[NH3:1].Cl.[CH:3]([N:6]([CH:27]([CH3:29])[CH3:28])[CH2:7][CH2:8][N:9]([C:19]1[N:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[N:20]=1)[C:10](=O)[O:11]C1C=CC=CC=1)([CH3:5])[CH3:4]>O1CCCC1>[CH:3]([N:6]([CH:27]([CH3:29])[CH3:28])[CH2:7][CH2:8][N:9]([C:19]1[N:24]=[C:23]([CH3:25])[CH:22]=[C:21]([CH3:26])[N:20]=1)[C:10]([NH2:1])=[O:11])([CH3:5])[CH3:4]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21329151phenyl N-(2-diisopropylaminoethyl)-N-(4,6-dimethyl-2-pyrimidinyl)carbamate hydrochloride

Product 1

HCID 23349873N-(2-diisopropylaminoethyl)-N-(4,6-dimethyl-2-pyrimidinyl)urea

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Concentrated ammonia (10 ml) is added to a solution of phenyl N-(2-diisopropylaminoethyl)-N-(4,6-dimethyl-2-pyrimidinyl)carbamate hydrochloride (7.33 g., 0.018 mole) in 50 ml of tetrahydrofuran and the mixture is allowed to stand for twenty-four hours. It is concentrated, water and chloroform are added to the residue, the chloroform is separated and concentrated. Crystallization of the residue from hexane yields N-(2-diisopropylaminoethyl)-N-(4,6-dimethyl-2-pyrimidinyl)urea melting at 134°-136° C.

Workup

  1. waitto stand for twenty-four hours
  2. concentrationIt is concentrated
  3. additionwater and chloroform are added to the residue
  4. customthe chloroform is separated
  5. concentrationconcentrated
  6. customCrystallization of the residue from hexane

Sources & evidence

ORD record
ord-b8c3ecceeea549b7bea655d628c4b316
Source dataset
uspto-grants-1979_03
Patent number
US04144338

Reaction notes

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