Hydrochloric Acid → HCID 178428992, compound

HRID 2380578Notes

Reaction equation

HRID 2380578 reaction equation
[ClH:1].[CH3:2][C:3]1[CH:12]=[C:11]([O:13][CH:14]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[N:29]=[N:30][N:31](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:32]=3)=[CH:18][CH:17]=2)[CH3:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1>C(O)C.CO>[ClH:1].[CH3:2][C:3]1[CH:12]=[C:11]([O:13][CH:14]([C:16]2[CH:17]=[CH:18][C:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[NH:32][N:31]=[N:30][N:29]=3)=[CH:20][CH:21]=2)[CH3:15])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10439228HCID 10439228, compound

Product 1

HCID 178428992HCID 178428992, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

Concentrated hydrochloric acid (0.5 ml) was added to a solution of 2-methyl-4-[1-(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-biphenyl-4-yl)ethoxy]quinoline (A) (320 mg) in a mixture of ethanol (2 ml) and methanol (1 ml). The solution was left to stand for 3 hours. The precipitated solid was collected by filtration and washed with ether to give 2-methyl-4-[1-(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)ethoxy]quinoline hydrochloride (120 mg), as a white solid, m.p. 168°-169° C.; NMR (d6 -DMSO): 1.8(d, 3H), 2.9(s, 3H), 6.2(q, 1H), 7.2(d, 2H), 7.45(s, 1H), 7.5-7.6(complex m, 4H), 7.65(d, 2H), 7.85(t, 1H), 8.1(t, 1H), 8.2(d, 1H), 8.45(d, 1H); mass spectrum (-ve FAB, DMSO/glycerol (GLY)): 406(M-H)-, 248,158,127; microanalysis, found: C, 66.5; H,5.1; N, 15.8; H2O 2.1%; C25H21N5O.HCl.0.5 H2O requires: C, 66.3; H, 5.1; N, 15.5; 2.0%.

Workup

  1. waitThe solution was left
  2. filtrationThe precipitated solid was collected by filtration
  3. washwashed with ether

Sources & evidence

ORD record
ord-b16e191b1f454367a8747c029c053335
Source dataset
uspto-grants-1994_11
Patent number
US05369114

Reaction notes

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