Ammonia → HCID 21388855, compound

HRID 1973591Notes

Reaction equation

HRID 1973591 reaction equation
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[CH:15][C:14]([C:17]([OH:19])=O)=[CH:13][N:12]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].S(Cl)(Cl)=O.C(C1C=CC(C2N=CC(C(Cl)=O)=C[N:35]=2)=CC=1)CCC.N>O1CCOCC1>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[CH:15][C:14]([C:17]([NH2:35])=[O:19])=[CH:13][N:12]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24386Thionyl ChlorideHCID 21388836HCID 21388836, compoundHCID 53866475HCID 53866475, compound

Product 1

HCID 21388855HCID 21388855, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

8.3 G. of 2-(p-n-butylphenyl)-5-pyrimidinecarboxylic acid are reacted with 50 ml. of thionyl chloride with the exclusion of moisture and worked up in a manner analogous to that given in Example 7. The remaining 2-(p-n-butylphenyl)-5-pyrimidinecarboxylic acid chloride is dissolved in 100 ml. of absolute dioxane and added to a solution of 200 ml. of absolute dioxane saturated with ammonia at room temperature with stirring and further treated in a manner analogous to that described in Example 7. The obtained crude 2-(p-n-butylphenyl)-5-pyrimidinecarboxamide can be sublimed in a high vacuum at 185° C. for purification; melting point 264.0°-266.0° C.

Workup

  1. additionfurther treated in a manner analogous to

Sources & evidence

ORD record
ord-66503454540e4cc9b04eccefddb91c38
Source dataset
uspto-grants-1976_12
Patent number
US03997536

Reaction notes

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