Hydrochloric Acid → N-(1-Methylethyl)-2-pyrimidinamine

HRID 848807

Reaction equation

HRID 848807 reaction equation
S(O)(O)(=O)=O.[CH:6]([NH:9][C:10]([NH2:12])=[NH:11])([CH3:8])[CH3:7].[CH:13](NC(N)=N)([CH3:15])[CH3:14].Cl.C(OC(OCC)CC(OCC)OCC)C.[OH-].[Na+]>O>[CH:6]([NH:9][C:10]1[N:12]=[CH:15][CH:13]=[CH:14][N:11]=1)([CH3:8])[CH3:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 671471,1,3,3-TetraethoxypropaneHCID 178457583bis(N-(propan-2-yl)guanidine); sulfuric acid

Product 1

HCID 71169N-(1-Methylethyl)-2-pyrimidinamineYield 182.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into the same reactor as used in the previous step were poured 30 g (0.1 mol) of bis (isopropylguanidine) sulphate, 120 ml of water, 75 ml of pure hydrochloric acid solution (s.g. 1.18) and slowly (over 11/2 hours), at room temperature, 44 g (0.2 mol) of 1,1,3,3-tetraethoxy propane. The mixture was then heated to 50°-55° C. under stirring for two hours, then cooled and neutralized by an excess of pure sodium hydroxide solution. The mixture was extracted using 300 ml of diethyl ether. The extracts were washed with a saturated solution of sodium chloride, then dried and the diethyl ether was evacuated off. There was obtained 25 g (yield 91%) of a yellowish oil boiling at 91°-91.5° C. under 11 mm of Hg, the analysis of which showed good correspondence with the formula C7H11N3.

Workup

  1. customat room temperature
  2. temperatureThe mixture was then heated to 50°-55° C.
  3. temperaturecooled
  4. extractionThe mixture was extracted
  5. washThe extracts were washed with a saturated solution of sodium chloride
  6. customdried
  7. customthe diethyl ether was evacuated off

Sources & evidence

ORD record
ord-1fb7539e11e94029948711e127f43a91
Source dataset
uspto-grants-1981_10
Patent number
US04297495

Linked notes

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