Dimethylformamide → HCID 178421592, compound

HRID 2052044Notes

Reaction equation

HRID 2052044 reaction equation
O=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([O:13][CH2:14][C:15]#[N:16])=[C:8]([Cl:12])[C:9]=2[Cl:11])[CH2:4][C:3]1([CH3:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[N-:24]=[N+:25]=[N-:26].[Na+].[Cl-].[NH4+].CN(C)C=[O:33]>O>[O:33]=[C:14]([O:13][C:7]1[CH:6]=[C:5]2[C:10](=[C:9]([Cl:11])[C:8]=1[Cl:12])[CH2:2][C:3]([CH3:23])([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[CH2:4]2)[C:15]1[NH:16][N:26]=[N:25][N:24]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 12423629(1-Oxo-2-methyl-2-phenyl-6,7-dichloro-5-indanyloxy)acetonitrile

Product 1

HCID 178421592HCID 178421592, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(1-Oxo-2-methyl-2-phenyl-6,7-dichloro-5-indanyloxy)acetonitrile (4.87 g., 0.014 mole), sodium azide (1.09 g., 0.0168 mole), ammonium chloride (0.90 g., 0.0168 mole) and dimethylformamide (30 ml.) are heated at 80° C. for 21/2 hrs. The reaction mixture is poured into water (500 ml.), the solution filtered and acidified with 6 N hydrochloric acid to precipitate 2.60 g. of 5-(1-oxo-2-methyl-2-phenyl-6,7-dichloro-5-indanyloxymethyl)tetrazole which melts at 227°-229° C. after crystallization from ethanol.

Workup

  1. filtrationthe solution filtered
  2. customto precipitate 2.60 g
  3. customof 5-(1-oxo-2-methyl-2-phenyl-6,7-dichloro-5-indanyloxymethyl)tetrazole which melts at 227°-229° C. after crystallization from ethanol

Sources & evidence

ORD record
ord-a687abd05a0046f49006b1c7308b578f
Source dataset
uspto-grants-1980_01
Patent number
US04182764

Reaction notes

Loading…