Diethyl (ethoxymethylene)malonate → HCID 21388814, compound

HRID 1973592Notes

Reaction equation

HRID 1973592 reaction equation
Cl.[CH2:2]([C:6]1[CH:14]=[CH:13][C:9]([C:10]([NH2:12])=[NH:11])=[CH:8][CH:7]=1)[CH2:3][CH2:4][CH3:5].C(OC(=O)C(=COCC)C(OCC)=O)C.CC[O-].[Na+].C(O[C:37]([C:39]1[C:40](O)=[N:41]C(C2C=CC(CCCC)=CC=2)=N[CH:44]=1)=O)C.P(Cl)(Cl)(Cl)=O.C(OC(C1C(Cl)=NC(C2C=CC(CCCC)=CC=2)=NC=1)=O)C>C(O)C>[C:40]([C:39]1[CH:37]=[N:11][C:10]([C:9]2[CH:8]=[CH:7][C:6]([CH2:2][CH2:3][CH2:4][CH3:5])=[CH:14][CH:13]=2)=[N:12][CH:44]=1)#[N:41]

Participants

8

Reactant 6

HCID 6871Diethyl (ethoxymethylene)malonateHCID 24813Phosphorus oxychlorideHCID 2723922Sodium ethoxideHCID 15564093HCID 15564093, compoundHCID 54377863HCID 54377863, compoundHCID 178440774HCID 178440774, compound

Product 1

HCID 21388814HCID 21388814, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The starting material can be obtained according to the procedure of A. R. Todd and F. Bergel, J. Chem. Soc. 1937, 366 from p-n-butylbenzamidine hydrochloride and ethoxymethylenemalonic acid diethyl ester with sodium ethylate in ethanol and subsequent treatment of the obtained 2-(p-n-butylphenyl)-4-hydroxy-5-pyrimidinecarboxylic acid ethyl ester (melting point 198.0°-198.8° C) with phosphorus oxychloride. The melting point of 2-(p-n-butylphenyl)-4-chloro-5-pyrimidinecarboxylic acid ethyl ester is 64.9°-65.3° C.

Workup

  1. customThe starting material can be obtained
  2. customis 64.9°-65.3° C.

Sources & evidence

ORD record
ord-27a12a40276a476dae78f6a968dd7a00
Source dataset
uspto-grants-1976_12
Patent number
US03997536

Reaction notes

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