Ammonia → HCID 21388812, compound

HRID 1973594Notes

Reaction equation

HRID 1973594 reaction equation
[CH2:1]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:18]=[CH:17][C:16]([C:19]([OH:21])=O)=[CH:15][N:14]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].S(Cl)(Cl)=O.C(C1C=CC(C2N=CC(C(Cl)=O)=C[N:39]=2)=CC=1)CCCCC.N>O1CCOCC1>[CH2:1]([C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:18]=[CH:17][C:16]([C:19]([NH2:39])=[O:21])=[CH:15][N:14]=2)=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24386Thionyl ChlorideHCID 21388858HCID 21388858, compoundHCID 53763231HCID 53763231, compound

Product 1

HCID 21388812HCID 21388812, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

12.0 G. of 2-(p-n-hexylphenyl)-5-pyrimidinecarboxylic acid are reacted with 80 ml. of thionyl chloride with the exclusion of moisture and worked up in a manner analogous to that described in Example 7. The remaining 2-(p-n-hexylphenyl)-5-pyrimidinecarboxylic acid chloride is dissolved in 120 ml. of absolute dioxane while warming and added with stirring to a solution of 200 ml. of absolute dioxane saturated with ammonia at room temperature and treated further in a manner analogous to that described in Example 7. A sample of the obtained crude 2-(p-n-hexylphenyl)-5-pyrimidinecarboxamide is sublimed at 180° C. in a high vacuum for purification; melting point 250.2°-258.3° C.

Workup

  1. additionadded

Sources & evidence

ORD record
ord-f0db3fa8fedd406798b7d0c99c9be1f3
Source dataset
uspto-grants-1976_12
Patent number
US03997536

Reaction notes

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