Hydrochloric Acid → 6-nitro-2,3-dihydro-1H-inden-5-amine

HRID 745588Notes

Reaction equation

HRID 745588 reaction equation
[NH:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])[CH2:10][CH2:9][CH2:8]2)C(C)=O.Cl>CO>[NH2:1][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])[CH2:10][CH2:9][CH2:8]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10751392N-(6-nitro-2,3-dihydro-1H-inden-5-yl)acetamide

Product 1

HCID 27636046-nitro-2,3-dihydro-1H-inden-5-amineYield 92.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

14.6 g of 5-acetamino-6-nitro-indane were boiled under reflux overnight in 1.5 l of methanol with 300 ml of hydrochloric acid in methanol and then evaporated. 11.8 g of crude product were recrystallized from acetonitrile. There were obtained 10.9 g (92.3% of theory) of 5-amino-6-nitro-indane of melting point 131°-132° C.

Workup

  1. customevaporated
  2. custom11.8 g of crude product were recrystallized from acetonitrile

Sources & evidence

ORD record
ord-3362798d1b5f42c78f7bdb698477850f
Source dataset
uspto-grants-1986_07
Patent number
US04599347

Reaction notes

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