Hydrochloric Acid → HCID 21434698, compound

HRID 2398079Notes

Reaction equation

HRID 2398079 reaction equation
Cl.C1([N:8]([C:10](=[NH:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[NH2:9])C=CC=CC=1.[CH2:18]([O:20][C:21](=[O:26])[CH2:22][C:23](Cl)=O)[CH3:19].C(N([CH2:32][CH3:33])CC)C>C(Cl)Cl>[C:21]([CH2:22][C:23]1[N:9]([C:33]2[CH:32]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:8]=[C:10]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:17]=1)([O:20][CH2:18][CH3:19])=[O:26]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471Triethylamine2×HCID 118931Ethyl 3-chloro-3-oxopropionate2×HCID 18947651N-Phenylbenzenecarboximidohydrazide

Product 1

HCID 21434698HCID 21434698, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 38 g. (0.227 mole) of the hydrochloride of benzimidic acid phenyl hydrazide, 25 ml. (0.166 mole) of α-chloroformyl acetic acid ethyl ester and 47.5 ml. (0.335 mole) of triethylamine in 420 ml. of methylene chloride is kept at room temperature for about 3 hours, and to it is subsequently added a solution of 38 ml. (0.271 mole) of triethylamine and 25 ml. (0.166 mole) of α-chloroformyl acetic acid ethyl ester in 30 ml. of methylene chloride. The resulting mixture is stirred for about 4 hours and allowed to stand overnight at room temperature. 48 Grams of the crude intermediate compound of formula V, namely 5-carbethoxymethyl-1,3-diphenyl-1,2,4-triazole is so obtained, which is used as such for the subsequent hydrolysis step.

Workup

  1. additionto it is subsequently added a solution of 38 ml
  2. waitto stand overnight at room temperature

Sources & evidence

ORD record
ord-04f5c52152d248d9894dc2f8ee5a5abf
Source dataset
uspto-grants-1977_05
Patent number
US04024149

Reaction notes

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