Water → HCID 13742384, compound

HRID 1591286Notes

Reaction equation

HRID 1591286 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([O:8][CH2:9][CH3:10])[C:6]=1N.[Cl:11][CH2:12][C:13](Cl)=[O:14].O.[CH3:17][N:18](C)C=O>C(N(CC)CC)C>[Cl:11][CH2:12][C:13]([NH:1][C:2]1[S:3][CH:4]=[C:5]([O:8][CH2:9][CH3:10])[C:6]=1[C:17]#[N:18])=[O:14]

Participants

6

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 6577Chloroacetyl chlorideHCID 19766759HCID 19766759, compound

Product 1

HCID 13742384HCID 13742384, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

168 parts of 2-amino-3-amino-4-ethoxythiophene are dissolved in 500 parts by volume of dimethylformamide, 101 parts of triethylamine are added, and 130 parts of monochloroacetyl chloride are introduced dropwise at 50° C. Stirring is continued for 4 hours at 50° C., after which the reaction mixture is poured onto 2000 parts of water. The product is filtered off under suction, washed with water and dried, and 240 parts of 2-(2-chloroacetylamino)-3-cyano-4-ethoxythiophene are obtained. A sample recrystallized from acetic acid melts at 243°-244° C. and has a chlorine content of 14.1% (calculated: 14.5%).

Workup

  1. additionare added
  2. filtrationThe product is filtered off under suction
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-4757c000352d4155a03c5ebd2553713c
Source dataset
uspto-grants-1993_04
Patent number
US05206375

Reaction notes

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