Ammonia → HCID 70449243, compound

HRID 745268Notes

Reaction equation

HRID 745268 reaction equation
Cl.[NH2:2][C@@H:3]1[C:12]2[C:7](=[CH:8][C:9]([Cl:14])=[C:10]([Cl:13])[CH:11]=2)[CH2:6][C@@H:5]([C:15]([O:17]C)=O)[CH2:4]1.[NH3:19]>CO>[ClH:13].[NH2:2][C@@H:3]1[C:12]2[C:7](=[CH:8][C:9]([Cl:14])=[C:10]([Cl:13])[CH:11]=2)[CH2:6][C@@H:5]([C:15]([NH2:19])=[O:17])[CH2:4]1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 70449834HCID 70449834, compound

Product 1

HCID 70449243HCID 70449243, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a solution of 3.6 g of methyl trans-4-amino-6,7-dichloro-1,2,3,4-tetrahydro-2-naphthoate hydrochloride in 50 ml of methanol and 15 ml of 28% aqueous ammonia, ammonia gas is blown at 30°-40° C. for 8 hours. The solvent is distilled off and water is added. The precipitated crystals are separated by filtration and dissolved in methanol and to the solution is added methanolic hydrochloric acid. Crystals are deposited, separated by suction filtration and recrystallized from methanol to give 1.6 g of trans-4-amino-6,7-dichloro-1,2,3,4-tetrahydro-2-naphthalene carboxamide hydrochloride having a m.p. of above 280° C.

Workup

  1. distillationThe solvent is distilled off
  2. additionwater is added
  3. customThe precipitated crystals are separated by filtration
  4. dissolutiondissolved in methanol and to the solution
  5. additionis added methanolic hydrochloric acid
  6. customseparated by suction filtration
  7. customrecrystallized from methanol

Sources & evidence

ORD record
ord-044160d92c01405d96d625775a56423c
Source dataset
uspto-grants-1986_07
Patent number
US04598093

Reaction notes

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