Dimethylformamide → HCID 23369714, compound

HRID 1900822Notes

Reaction equation

HRID 1900822 reaction equation
Br[CH:2]([CH:4]1[O:19][C:7]2=[C:8]3[C:13](=[C:14]([CH3:16])[CH:15]=[C:6]2[CH:5]1[CH3:20])[NH:12][C:11](=[O:17])[C:10]([CH3:18])=[CH:9]3)[CH3:3].[N-:21]=[N+:22]=[N-:23].[Na+].CN(C)C=O>O>[N:21]([CH:2]([CH:4]1[O:19][C:7]2=[C:8]3[C:13](=[C:14]([CH3:16])[CH:15]=[C:6]2[CH:5]1[CH3:20])[NH:12][C:11](=[O:17])[C:10]([CH3:18])=[CH:9]3)[CH3:3])=[N+:22]=[N-:23]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 33557Sodium AzideHCID 23369768HCID 23369768, compound

Product 1

HCID 23369714HCID 23369714, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of the compound obtained in Example 289 (3.30 g, 9.9 mmol), sodium azide (3.84 g, 59 mmol) and dimethylformamide (30 ml) was allowed to react at 120° C. for 4 hours. The reaction mixture was poured into water to obtain 2.13 g of the title compound as a pale brown solid (72.7%).

Workup

  1. customto react at 120° C. for 4 hours

Sources & evidence

ORD record
ord-7e896b56b8184a42941d5a521083a7ef
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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