Diethyl (ethoxymethylene)malonate → HCID 21388834, compound

HRID 1833730Notes

Reaction equation

HRID 1833730 reaction equation
Cl.[CH2:2]([O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([NH2:13])=[NH:12])=[CH:9][CH:8]=1)[CH2:3][CH2:4][CH3:5].C(OC(=O)C(=COCC)C(OCC)=O)C.CC[O-].[Na+].C(O[C:38]([C:40]1[C:41](O)=[N:42]C(C2C=CC(OCCCC)=CC=2)=N[CH:45]=1)=O)C.P(Cl)(Cl)(Cl)=O.C(OC(C1C(Cl)=NC(C2C=CC(OCCCC)=CC=2)=NC=1)=O)C>C(O)C>[C:41]([C:40]1[CH:38]=[N:12][C:11]([C:10]2[CH:14]=[CH:15][C:7]([O:6][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:8][CH:9]=2)=[N:13][CH:45]=1)#[N:42]

Participants

8

Reactant 6

HCID 6871Diethyl (ethoxymethylene)malonateHCID 24813Phosphorus oxychlorideHCID 2723922Sodium ethoxideHCID 3015453Benzamidine, p-butoxy-, monohydrochlorideHCID 3614036HCID 3614036, compoundHCID 178450108HCID 178450108, compound

Product 1

HCID 21388834HCID 21388834, 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 a p-n-butoxybenzamidine hydrochloride and ethoxymethylenemalonic acid diethyl ester with sodium ethylate in ethanol and subsequent treatment of the obtained 2-(p-n-butoxyphenyl)-4-hydroxy-5-pyrimidinecarboxylic acid ethyl ester (melting point 219.0°-220.0° C) with phosphorus oxychloride. The melting point of 2-(p-n-butoxyphenyl)-4-chloro-5-pyrimidinecarboxylic acid ethyl ester is 81.0°-81.5° C.

Workup

  1. customThe starting material can be obtained
  2. customis 81.0°-81.5° C.

Sources & evidence

ORD record
ord-f4cca56a04854e58a3a110734f8e67ac
Source dataset
uspto-grants-1978_01
Patent number
US04066570

Reaction notes

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