Hydrochloric Acid → HCID 14209964, compound

HRID 1031443Notes

Reaction equation

HRID 1031443 reaction equation
Cl.[CH3:2][C:3]1([CH3:20])[C:12]2[C:7](=[C:8](Br)[C:9]([NH2:16])=[C:10]([N+:13]([O-])=O)[CH:11]=2)[C:6](=[O:18])[NH:5][C:4]1=[O:19]>C(O)C>[CH3:2][C:3]1([CH3:20])[C:12]2[CH:11]=[C:10]3[NH:13][C:11]([C:12]4[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=4)=[N:16][C:9]3=[CH:8][C:7]=2[C:6](=[O:18])[NH:5][C:4]1=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14209963HCID 14209963, compound

Product 1

HCID 14209964HCID 14209964, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

37 g. (100 mmole) of the above compound were deacetylated by refluxing for 20 hours in 350 ml. ethanol and 175 ml. concentrated hydrochloric acid. After cooling, the reaction mixture was poured on to ice, filtered off with suction and washed with water to give 27.4 g. (84% of theory) 4,4-dimethyl-6-nitro-7-amino-8-bromo-1,2,3,4-tetrahydroisoquinoline-1,3-dione; m.p. 218 -221° C.

Workup

  1. temperatureby refluxing for 20 hours in 350 ml
  2. temperatureAfter cooling
  3. additionthe reaction mixture was poured on to ice
  4. filtrationfiltered off with suction
  5. washwashed with water
  6. customto give 27.4 g

Sources & evidence

ORD record
ord-2282afa46c3b4b47acf7010be841b511
Source dataset
uspto-grants-1990_09
Patent number
US04954498

Reaction notes

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