Water → HCID 152745098, compound

HRID 1283747Notes

Reaction equation

HRID 1283747 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]([NH2:12])=[NH:11].[C:13](OC(=O)C)(=[O:15])[CH3:14].O.[O:21]1CC[CH2:23][CH2:22]1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]([C:22](=[O:21])[CH3:23])[C:10]([NH:12][C:13](=[O:15])[CH3:14])=[NH:11]

Participants

5

Reactant 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 8028TetrahydrofuranHCID 178512583HCID 178512583, compound

Product 1

HCID 152745098HCID 152745098, compound

Procedure

A solution of 5 g (0.024 mole) of 2.6-dichlorophenylguanidine in 50 ml of tetrahydrofuran is chilled in an ice bath while 2.56 g (0.24 mole) of acetic anhydride is added dropwise. The mixture is then stirred for 48 hours and then poured into 1 liter of water. The mixture is then stirred for 8 hours and the precipitate is collected to obtain 1-(2,6-dichlorophenyl)-1,3-diacetylguanidine 3 g of this material is stirred at room temperature with 15 ml of conc. hydrochloric acid. The reaction mixture is poured into ice and basicified with cold conc. sodium hydroxide solution. The precipitate is cooled and recrystallized from ethanol: water to obtain 1-(2,6-dichlorophenyl)-3-acetylguanidine.

Workup

  1. additionis added dropwise
  2. stirringThe mixture is then stirred for 8 hours
  3. customthe precipitate is collected

Sources & evidence

ORD record
ord-8cd0b142027b4f7c8bc9481208532f22
Source dataset
uspto-grants-1976_08
Patent number
US03976643

Reaction notes

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