Hydrochloric Acid → HCID 178430888, compound

HRID 2117393Notes

Reaction equation

HRID 2117393 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:10]=1[NH:16][C:17]([NH:19][CH2:20][C:21]1([CH3:26])OCCO1)=[NH:18].Cl.O.C(=O)(O)[O-].[Na+]>ClCCl>[ClH:8].[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:10]=1[NH:16][C:17]1[NH:19][CH:20]=[C:21]([CH3:26])[N:18]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 516892Sodium BicarbonateHCID 178430662HCID 178430662, compound

Product 1

HCID 178430888HCID 178430888, compoundYield 144.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
90 °C

Procedure

N-(2,6-Dichlorophenyl)-N′-(2-methyl-[1,3]dioxolan-2-ylmethyl)guanidine trifluoroacetic acid salt (29 mg) was mixed with 1 ml of concentrated hydrochloric acid and heated at 90° C. for 30 min. Cooling was followed by dilution with water and addition of dichloromethane. The mixture was then made alkaline with saturated sodium bicarbonate solution and extracted twice with dichloromethane. The combined organic phases were dried over magnesium sulfate, filtered and concentrated. The residue was mixed with hydrochloric acid and freeze dried. 14 mg of the title compound were obtained.

Workup

  1. temperatureCooling
  2. extractionextracted twice with dichloromethane
  3. dry with materialThe combined organic phases were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. additionThe residue was mixed with hydrochloric acid and freeze
  7. customdried

Sources & evidence

ORD record
ord-dabb630a9a2b43748bb73f4843c77711
Source dataset
uspto-grants-2008_10
Patent number
US07442717B2

Reaction notes

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