Ammonia → HCID 14037812, compound

HRID 597516Notes

Reaction equation

HRID 597516 reaction equation
[CH:1]1[C:6]2[CH:7]=[CH:8][C:9]3[C:18]([C:5]=2[CH:4]=[CH:3][CH:2]=1)=[NH+:17][CH:16]=[C:15]1[C:10]=3[CH:11]=[CH:12][CH:13]=[CH:14]1.N>CO>[CH:1]1[C:6]2[CH:7]=[CH:8][C:9]3[C:10]4[C:15]([CH2:16][NH:17][C:18]=3[C:5]=2[CH:4]=[CH:3][CH:2]=1)=[CH:14][CH:13]=[CH:12][CH:11]=4

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21258231HCID 21258231, compound

Product 1

HCID 14037812HCID 14037812, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The benzo[c]phenanthridine methosulfate (I, R5 is methyl, X is methosulfate) is also the intermediate from which 5,6-dihydrobenzo[c]phenanthridine (II) is obtained by reaction with aqueous ammonia. When the reaction between a benzo[c]phenanthridinium methosulfate and aqueous ammonia is followed by a reaction with methanol or any other alcohol, 5,6-dihydro-6-alkoxybenzo[c]phenanthridines are obtained (II, R5 is methyl, R6 is alkoxy).

Sources & evidence

ORD record
ord-f8cb469b48b1447a8b7c66e93765db7d
Source dataset
uspto-grants-1977_03
Patent number
US04014885

Reaction notes

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