Diethyl (ethoxymethylene)malonate → HCID 54418615, compound

HRID 461311Notes

Reaction equation

HRID 461311 reaction equation
Cl.C(C1C=CC(C(N)=N)=CC=1)CCCC.C(OC(=O)C(=COCC)C(OCC)=O)C.CC[O-].[Na+].[CH2:35]([O:37][C:38]([C:40]1[C:41](O)=[N:42][C:43]([C:46]2[CH:51]=[CH:50][C:49]([CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])=[CH:48][CH:47]=2)=[N:44][CH:45]=1)=[O:39])[CH3:36].P(Cl)(Cl)(Cl)=O>C(O)C>[CH2:35]([O:37][C:38]([C:40]1[CH:45]=[N:44][C:43]([C:46]2[CH:47]=[CH:48][C:49]([CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])=[CH:50][CH:51]=2)=[N:42][CH:41]=1)=[O:39])[CH3:36]

Participants

7

Reactant 5

HCID 6871Diethyl (ethoxymethylene)malonateHCID 24813Phosphorus oxychlorideHCID 2723922Sodium ethoxideHCID 1556409429147-99-7HCID 178442098HCID 178442098, compound

Product 1

HCID 54418615HCID 54418615, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The starting material can be obtained according to the data by A. R. Todd and F. Bergel, J. Chem. Soc, 1937, 366 from p-n-pentylbenzamidine hydrochloride and ethoxymethylenemalonic acid diethyl ester with sodium ethylate in ethanol and subsequent treatment of the resulting 2-(p-n-pentylphenyl)-4-hydroxy-5-pyrimidinecarboxylic acid ethyl ester (melting point 193.9°-194.4°) with phosphorus oxychloride, m.p. 58.5°-59.2°.

Workup

  1. customThe starting material can be obtained

Sources & evidence

ORD record
ord-cf32905fa33240f28c010f3c34e39521
Source dataset
uspto-grants-1977_12
Patent number
US04062798

Reaction notes

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