N,N,N'-Trimethyl-N'-(5-nitro-benzooxazol-2-yl)-ethane-1,2-diamine → N2-(2-Dimethylamino-ethyl)-N2-methyl-benzooxazole-2,5-diamine

HRID 601550Notes

Reaction equation

HRID 601550 reaction equation
[CH3:1][N:2]([CH3:19])[CH2:3][CH2:4][N:5]([CH3:18])[C:6]1[O:7][C:8]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][C:9]=2[N:10]=1>[Fe].C(O)(=O)C>[CH3:1][N:2]([CH3:19])[CH2:3][CH2:4][N:5]([CH3:18])[C:6]1[O:7][C:8]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][C:9]=2[N:10]=1

Participants

4

Reactant 1

HCID 57501782N,N,N'-Trimethyl-N'-(5-nitro-benzooxazol-2-yl)-ethane-1,2-diamine

Product 1

HCID 59558005N2-(2-Dimethylamino-ethyl)-N2-methyl-benzooxazole-2,5-diamine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

The title compound was prepared according to the procedure described in General Method B using N,N,N′-Trimethyl-N′-(5-nitro-benzooxazol-2-yl)-ethane-1,2-diamine (4.131 g, 15.63 mmol), acetic acid (50 mL), and Fe (8.72 g, 78.15 mmol), stirring for 3 h: (3.57 g, 98%): mass spectrum (m/e): 265.3 (M+1).

Sources & evidence

ORD record
ord-7526b8b2a69742b185fcbefdb0e51dbc
Source dataset
uspto-grants-2011_03
Patent number
US07902356B2

Reaction notes

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