Ammonium Chloride → HCID 178474116, compound

HRID 1357389Notes

Reaction equation

C(C1C=C(C=CC=1C1N[N:24]=[N:23][N:22]=1)OC1C=CC=CC=1ONC(=O)C)#N.[C:26]([C:28]1[CH:44]=[CH:43][C:31]([O:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[NH:39][C:40](=[O:42])[CH3:41])=[CH:30][C:29]=1[C:45]1[NH:49][N:48]=[N:47][N:46]=1)#[N:27].[Cl-].[NH4+].[N-]=[N+]=[N-].[Na+].[Cl-].[Li+]>CN(C=O)C>[NH:46]1[C:45]([C:29]2[CH:30]=[C:31]([CH:43]=[CH:44][C:28]=2[C:26]2[NH:24][N:23]=[N:22][N:27]=2)[O:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=2[NH:39][C:40](=[O:42])[CH3:41])=[N:49][N:48]=[N:47]1

Participants

Conditions

Temperature: 120 °C

Procedure

A mixture of N-{2-[3-cyano-4-(1H-tetrazol-5-yl)phenoxy]phenoxy}acetamide and N-{2-[4-cyano-3-(1H-tetrazol-5-yl)phenoxy]phenyl}acetamide (0.45 g, 1.4 mmol) was dissolved in dry DMF (20 ml). Ammonium chloride (0.17 g, 3.1 mmol), sodium azide (0.2 g, 3.1 mmol), and lithium chloride (0.13 g, 3.1 mmol) were added. The reaction mixture was heated at 120° C. for 120 hours. The reaction mixture was evaporated in vacuo and purified on a silica gel column (eluent:methylene chloride/methanol (2:1)). The yielded oil was used without any further purification in the next step.

Workup

customThe reaction mixture was evaporated in vacuo
custompurified on a silica gel column (eluent:methylene chloride/methanol (2:1))
customThe yielded oil was used without any further purification in the next step

Sources & evidence

ORD record: ord-43393f825aa543d0ae124d1f236ddce7
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06590118B1

Reaction notes

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