Hydrochloric Acid → HCID 13983421, compound

HRID 2413932Notes

Reaction equation

HRID 2413932 reaction equation
[Na].Cl[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.[CH:12](OCC)=O.[NH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([NH2:24])[N:19]=1.[OH-].[Na+].[ClH:27]>O>[NH2:17][C:18]1[CH:23]=[CH:22][C:21]2[C:20](=[N:24][C:4]([C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[Cl:27])=[CH:3][CH:12]=2)[N:19]=1

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 8025Ethyl formateHCID 88612,6-DiaminopyridineHCID 107572-ChloroacetophenoneHCID 14798Sodium HydroxideHCID 5360545Sodium

Product 1

HCID 13983421HCID 13983421, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The procedure is analgous to that described in Example 11, but starting with sodium (2.3 g), 2-chloroacetophenone (15 g) and ethyl formate (11 g). The solid obtained (20 g) is then added to 2,6-diaminopyridine (11 g). The product obtained after hydrolysis and neutralization with sodium hydroxide (21.5 g; m.p. approximately 165° C.) is dissolved in concentrated hydrochloric acid (d=1.19; 100 cc). The precipitate obtained after hydrolysis with distilled water (500 cc) is separated by filtration, washed with 0.5M sodium hydroxide (3×100 cc) followed by distilled water (5×50 cc) and air-dried. 2-Amino-7-(2-chlorophenyl)naphthyridine (11 g), m.p. 193° C., is obtained.

Workup

  1. customThe solid obtained (20 g)
  2. customThe product obtained
  3. customThe precipitate obtained
  4. customis separated by filtration
  5. washwashed with 0.5M sodium hydroxide (3×100 cc)
  6. distillationby distilled water (5×50 cc)
  7. customair-dried

Sources & evidence

ORD record
ord-d860d594979b47f0a7b5770c151edaff
Source dataset
uspto-grants-1988_01
Patent number
US04720500

Reaction notes

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