Hydrochloric Acid → HCID 178500549, compound

HRID 1981091Notes

Reaction equation

HRID 1981091 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]=[C:10]1[NH:14][CH2:13][CH2:12][N:11]1[O:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22]C)=[O:20].Cl>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]=[C:10]1[NH:14][CH2:13][CH2:12][N:11]1[O:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178471737HCID 178471737, compound

Product 1

HCID 178500549HCID 178500549, compound

Procedure

1.0 g. of ethyl 4-{[2-[(2,6-dichlorophenyl)imino]-1-imidazolidinyl]oxy}butyrate is left to stand in 20 ml. of methanolic hydrochloric acid at room temperature overnight. The reaction mixture is then evaporated to dryness with toluene. Sodium carbonate and ether are added to the residue. The organic phase is dried over sodium sulfate and evaporated to dryness. Recrystallization of the residue from cyclohexane gave methyl 4-{[2-[(2,6-dichlorophenyl)imino]-1-imidazolidinyl]oxy}butyrate, m.p. 95°-96°.

Workup

  1. customat room temperature
  2. customovernight
  3. customThe reaction mixture is then evaporated to dryness with toluene
  4. additionSodium carbonate and ether are added to the residue
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. customevaporated to dryness
  7. customRecrystallization of the residue from cyclohexane

Sources & evidence

ORD record
ord-b20c5a054b59488ca6d113aa888f2397
Source dataset
uspto-grants-1985_04
Patent number
US04511720

Reaction notes

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