Sodium Carbonate → HCID 22152666, compound

HRID 2073130Notes

Reaction equation

HRID 2073130 reaction equation
[CH2:1]([C:5]1[CH:6]=[N:7][C:8]([C:11]2[CH:16]=[CH:15][C:14]([N:17]=C=O)=[CH:13][CH:12]=2)=[N:9][CH:10]=1)[CH2:2][CH2:3][CH3:4].C(=O)([O-])[O-].[Na+].[Na+]>Cl>[CH2:1]([C:5]1[CH:10]=[N:9][C:8]([C:11]2[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)=[N:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 22152667HCID 22152667, compound

Product 1

HCID 22152666HCID 22152666, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
60 °C

Procedure

8.11 g of crude p-(5-butyl-2-pyrimidinyl)phenyl isocyanate were introduced in small portions into 40 ml of 8N hydrochloric acid heated to 60° C., whereby strong foaming took place. After completion of the addition the mixture was heated to slight boiling for 4 hours and then poured on to ice and an excess of solid sodium carbonate. The aqueous phase was extracted once with 300 ml of diethyl ether and twice with 100 ml of diethyl ether each time. The combined extracts were filtered. The filtrate was washed twice with water, dried over sodium sulphate and concentrated, whereby 5.16 g of yellowish, crystalline p-(5-butyl-2-pyrimidinyl)aniline were obtained; m.p. 154.5°-155.5° C.

Workup

  1. additionAfter completion of the addition the mixture
  2. temperaturewas heated to slight boiling for 4 hours
  3. additionpoured on to ice
  4. extractionThe aqueous phase was extracted once with 300 ml of diethyl ether and twice with 100 ml of diethyl ether each time
  5. filtrationThe combined extracts were filtered
  6. washThe filtrate was washed twice with water
  7. dry with materialdried over sodium sulphate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-eb5234c4ff494b4187e0cc9e1b35502c
Source dataset
uspto-grants-1990_04
Patent number
US04915480

Reaction notes

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