Hydrochloric Acid → HCID 20446130, compound

HRID 2418297Notes

Reaction equation

HRID 2418297 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([CH3:15])[C:6]=1[NH:7][NH:8][C:9]([O:11][CH2:12][CH2:13][Cl:14])=[O:10].[CH3:16][O:17][CH2:18][C:19](Cl)=[O:20].Cl>C1(C)C=CC=CC=1>[CH3:16][O:17][CH2:18][C:19]([N:7]([C:6]1[C:5]([CH3:15])=[CH:4][S:3][C:2]=1[CH3:1])[NH:8][C:9]([O:11][CH2:12][CH2:13][Cl:14])=[O:10])=[O:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 96623Methoxyacetyl chlorideHCID 20446125HCID 20446125, compound

Product 1

HCID 20446130HCID 20446130, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 24.85 g (0.1 mol) of 2-chloroethyl 2-(2,4-dimethylthien-3-yl)-hydrazinecarboxylate in 150 ml dry toluene is treated with 10.85 g (0.1 mol) methoxyacetylchloride, and the mixture is heated to 80° for 2 hours, vigorous HCl-formation starting at approx. 50° C. The mixture is cooled to room temperature, washed subsequently with water, 10% aqueous NaHCO3 -solution and water, dried over MgSO4 and evaporated in vacuo to yield the compound 2-chloroethyl 2-(methoxyacetyl)-2-(2,4-dimethylthien-3-yl)hydrazinecarboxylate, which may be directly reacted with NaOCH3 (see Step β).

Workup

  1. temperaturethe mixture is heated to 80° for 2 hours
  2. customstarting at approx. 50° C
  3. washwashed subsequently with water, 10% aqueous NaHCO3 -solution and water
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-621bc1c63522455cac9aceacdfc67bc0
Source dataset
uspto-grants-1984_09
Patent number
US04472425

Reaction notes

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