Aziridine → HCID 9859806, compound

HRID 1058517Notes

Reaction equation

HRID 1058517 reaction equation
Cl[C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15].[NH:17]1[CH2:19][CH2:18]1>CCOC(C)=O>[N:17]1([C:2]2[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][C:3]=2[N+:14]([O-:16])=[O:15])[CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 9033AziridineHCID 886734-Chloro-3,5-dinitrobenzamide

Product 1

HCID 9859806HCID 9859806, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Reaction of 4-chloro-3,5-dinitrobenzamide (Ullman et al., Annalen, 1909, 366, 82) with aziridine in EtOAc as above for 2 h gave 19: mp 228-231° C., 1H NMR [(CD3)2SO] δ8.68 (s, 2H, H-2,6), 8.33, 7.75 (2 br s, 2H, CONH2), 2.36 (s, 4H, aziridine-H), 13NMR 163.77 (s), 145 16 (s), 143.40 (s), 128.43 (d), 125.89 (s), 30 61 (t). Anal. Calcd for C9H8N4O5: C, 42.86;H, 3.20, N, 22.22. Found: C, 43.15,H, 2.98; N, 22.13%.

Sources & evidence

ORD record
ord-1b3c8f402f85470281f51deccf886c1d
Source dataset
uspto-grants-2003_02
Patent number
US06517836B1

Reaction notes

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