Ammonia → HCID 21248422, compound

HRID 620030Notes

Reaction equation

HRID 620030 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[NH:4][CH2:5][CH3:6].Cl.[Cl:13][CH2:14][C:15](O)=O.N>>[CH2:5]([N:4]1[C:3]2[CH:7]=[CH:8][C:9]([CH3:11])=[CH:10][C:2]=2[N:1]=[C:15]1[CH2:14][Cl:13])[CH3:6]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 300Chloroacetic AcidHCID 313Hydrochloric AcidHCID 142436061,2-Benzenediamine,N1-ethyl-4-methyl-(9CI)

Product 1

HCID 21248422HCID 21248422, compoundYield 27.9%

Procedure

2-amino-4-methyl-N-ethylaniline (2.15 g, 14 mmol), which is a known compound, hydrochloric acid (4N, 15 ml) and monochloroacetic acid (2 g, 21 mmol) were refluxed for 2.5 hours. After cooling, the reactant was neutralized with ammonia. The occurred oily substance was extracted with ethyl acetate and the product was treated as in a usual process to obtain the title intermediate (1.0 g, 3.9 mmol).

Workup

  1. temperaturewere refluxed for 2.5 hours
  2. temperatureAfter cooling
  3. extractionThe occurred oily substance was extracted with ethyl acetate
  4. additionthe product was treated as in a usual process

Sources & evidence

ORD record
ord-ee6c67345a7c4231bfb4efb7f8540c0c
Source dataset
uspto-grants-1989_04
Patent number
US04818761

Reaction notes

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