Hydrochloric Acid → HCID 86227584, compound

HRID 1097571Notes

Reaction equation

HRID 1097571 reaction equation
Cl.C([NH:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[C:9]([Cl:17])[C:8]=1[NH2:18])(C)(C)C>CO>[ClH:17].[Cl:17][C:9]1[C:8]([NH2:18])=[C:7]([NH2:6])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86227579HCID 86227579, compound

Product 1

HCID 86227584HCID 86227584, compoundYield 211.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
75 °C

Procedure

Methanol (200 mL) and hydrochloric acid (22 mL of 6 N) were added to N4-(tert-butyl)-2-chloroquinoline-3,4-diamine (16.6 g, 66.5 mmol), and the reaction was heated overnight at 75° C. and concentrated under reduced pressure at 100° C. The solid residue was further dried under high vacuum for three hours and then mixed with diethyl ether. The solid was isolated by filtration, washed with diethyl ether, and dried under reduced pressure to provide 16.17 g of 2-chloroquinoline-3,4-diamine hydrochloride.

Workup

  1. concentrationconcentrated under reduced pressure at 100° C
  2. customThe solid residue was further dried under high vacuum for three hours
  3. additionmixed with diethyl ether
  4. customThe solid was isolated by filtration
  5. washwashed with diethyl ether
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-afb43e92e70243f0b3a778747e58791d
Source dataset
uspto-grants-2012_03
Patent number
US08143270B2

Reaction notes

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