Phosphorus oxychloride → HCID 13750678, compound

HRID 893248Notes

Reaction equation

HRID 893248 reaction equation
[CH2:1]([C:10]1[C:11](Cl)=[N:12][C:13]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=2)=[N:14][C:15]=1Cl)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].Cl.C(C1C=CC(C(N)=N)=CC=1)(OC)=O.C(C(C([O-])=O)C(OCC)=O)CCCCCCCC.P(Cl)(Cl)(Cl)=O.[H][H]>CO.[C].[Pd].C(N(CC)CC)C>[CH2:1]([C:10]1[CH:11]=[N:12][C:13]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][CH:18]=2)=[N:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

9

Reactant 5

HCID 24813Phosphorus oxychlorideHCID 14226265Methyl 4-carbamimidoylbenzoate--hydrogen chloride (1/1)HCID 19891616HCID 19891616, compoundHCID 86745012HCID 86745012, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13750678HCID 13750678, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8471TriethylamineSolvent

Procedure

A mixture of 40 g of 5-n-nonyl-2-(4-carbomethoxy-phenyl)-4,6-dichloropyrimidine (obtainable by condensing 4-carbomethoxybenzamidine hydrochloride with ethyl n-nonylmalonate and subsequently reacting the 4,6-dihydroxy compound with phosphorus oxychloride) and 40 ml of triethylamine is dissolved in 400 ml of methanol and, after addition of 20 g of 5 percent palladium carbon, hydrogenated under atmospheric pressure at 50° until the calculated amount of hydrogen has been taken up. Working up gives methyl p-(5-nonylpyrimidyl)-benzoate, m.p. 61.7°, c.p. 65°.

Workup

  1. customat 50°

Sources & evidence

ORD record
ord-96d1c34b2af149eda1a15772e59b6404
Source dataset
uspto-grants-1992_06
Patent number
US05124068

Reaction notes

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