Diethyl (ethoxymethylene)malonate → HCID 21388815, compound

HRID 1833728Notes

Reaction equation

HRID 1833728 reaction equation
Cl.[CH2:2]([C:8]1[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=O)=[CH:10][CH:9]=1)[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].C(OC(=O)C(=COCC)C(OCC)=O)C.CC[O-].[Na+].C(O[C:39]([C:41]1[C:42](O)=[N:43]C(C2C=CC(CCCCCC)=CC=2)=[N:45][CH:46]=1)=O)C.P(Cl)(Cl)(Cl)=O.C(OC(C1C(Cl)=NC(C2C=CC(CCCCCC)=CC=2)=NC=1)=O)C>C(O)C>[C:46]([C:41]1[CH:39]=[N:14][C:12]([C:11]2[CH:15]=[CH:16][C:8]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[CH:9][CH:10]=2)=[N:43][CH:42]=1)#[N:45]

Participants

8

Reactant 6

HCID 6871Diethyl (ethoxymethylene)malonateHCID 24813Phosphorus oxychlorideHCID 2723922Sodium ethoxideHCID 21388810HCID 21388810, compoundHCID 54034500HCID 54034500, compoundHCID 178442353HCID 178442353, compound

Product 1

HCID 21388815HCID 21388815, 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-hexylbenzamide hydrochloride and ethoxymethylenemalonic acid diethyl ester with sodium ethylate in ethanol and subsequent treatment of the obtained 2-(p-n-hexylphenyl)-4-hydroxy-5-pyrimidine carboxylic acid ethyl ester (melting point 186.6°-191.0° C) with phosphorus oxychloride. The melting point of 2-(p-n-hexylphenyl)-4-chloro-5-pyrimidinecarboxylic acid ethyl ester is 59.4°-60.5° C.

Workup

  1. customThe starting material can be obtained
  2. customis 59.4°-60.5° C.

Sources & evidence

ORD record
ord-8538efb028ca4ae086f6ae6615a8a2ca
Source dataset
uspto-grants-1978_01
Patent number
US04066570

Reaction notes

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