Sodium Hydroxide → HCID 21388868, compound

HRID 1833736Notes

Reaction equation

HRID 1833736 reaction equation
[ClH:1].C(C1C=CC(C(N)=N)=CC=1)CCCC.C(OC(=O)C(=COCC)C#N)C.CC[O-].[Na+].[OH-].[Na+].[C:34]([C:36]1[C:37](O)=[N:38][C:39]([C:42]2[CH:47]=[CH:46][C:45]([CH2:48][CH2:49][CH2:50][CH2:51][CH3:52])=[CH:44][CH:43]=2)=[N:40][CH:41]=1)#[N:35].[P]>C(O)C>[Cl:1][C:37]1[C:36]([C:34]#[N:35])=[CH:41][N:40]=[C:39]([C:42]2[CH:47]=[CH:46][C:45]([CH2:48][CH2:49][CH2:50][CH2:51][CH3:52])=[CH:44][CH:43]=2)[N:38]=1

Participants

8

Reactant 6

HCID 14798Sodium HydroxideHCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 2723922Sodium ethoxideHCID 5462309PhosphorusHCID 1556409429147-99-7HCID 178442097HCID 178442097, compound

Product 1

HCID 21388868HCID 21388868, 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, 365 by reaction of p-n-pentylbenzamidine hydrochloride with α-ethoxymethylene- α -cyanoacetic acid ethyl ester and sodium ethylate in ethanol and then with sodium hydroxide solution. The resulting 5-cyano-4-hydroxy-2-(4-n-pentylphenyl)-pyrimidine (melting point 199°-205° C) is treated with phosphorus oxychaloride to give 4-chloro-5-cyano-2-(4-n-pentylphenyl)-pyrimidine having a melting point of 96.0°-96.3° C.

Workup

  1. customThe starting material can be obtained

Sources & evidence

ORD record
ord-0afb64345c204377b61bcbc63728135d
Source dataset
uspto-grants-1978_01
Patent number
US04066570

Reaction notes

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