Ammonium Chloride → HCID 178422616, compound

HRID 731064Notes

Reaction equation

HRID 731064 reaction equation
[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]3[CH:26]=[CH:25][C:20]([O:21][CH2:22][C:23]#[N:24])=[CH:19][CH:18]=3)[CH:15]=2)[N:10]([CH3:27])[C:9]=1[CH3:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:29]=[N+:30]=[N-:31].[Na+].[NH4+].[Cl-]>CN(C=O)C>[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]3[CH:18]=[CH:19][C:20]([O:21][CH2:22][C:23]4[NH:31][N:30]=[N:29][N:24]=4)=[CH:25][CH:26]=3)[CH:15]=2)[N:10]([CH3:27])[C:9]=1[CH3:28])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 68814337HCID 68814337, compound

Product 1

HCID 178422616HCID 178422616, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The desired product was prepared using a procedure similar to step 6 of example 3. Thus, [4-(3-benzyl-1,2-dimethyl-1H-indol-5-yl)-phenoxy]-acetonitrile (0.144 g, 0.393 mmol) was reacted with NaN3 (0.128 g, 1.965 mmol) and NH4Cl (0.105 g, 1.965 mmol) in DMF (5 ml) to give the product (0.133 g, 0.325 mmol, 83%) as a white solid, dec. 214-215° C.

Sources & evidence

ORD record
ord-4311dd85b65d4ef9b74ce6b63912f3c1
Source dataset
uspto-grants-2009_09
Patent number
US07582773B2

Reaction notes

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