Hydrochloric Acid → HCID 66880816, compound

HRID 541802Notes

Reaction equation

HRID 541802 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:24]=[CH:25][CH:26]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([NH:16]C(=O)OC(C)(C)C)[CH:13]=[CH:14][CH:15]=1)=[O:8])([O-:3])=[O:2].[ClH:27]>O1CCOCC1>[ClH:27].[NH2:16][C:12]1[CH:11]=[C:10]([NH:9][C:7](=[O:8])[C:6]2[CH:24]=[CH:25][CH:26]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57961752HCID 57961752, compound

Product 1

HCID 66880816HCID 66880816, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl {3-[(3-nitrobenzoyl)amino]phenyl}carbamate (0.60 g, 1.7 mmol) was mixed with 4 M of hydrogen chloride in 1,4-dioxane (7 mL) and stirred at rt for 2 h. After concentration, the desired white powder solid product (0.49 g, 99%) as a HCl salt was used in the next step. MF=C13H11N3O3; LCMS calculated for C13H11N3O3 (M+H)+: m/z=258.0. 1H NMR (400 MHz, CD3OD): δ 8.82 (t, J=2.0 Hz, 1H), 8.46 (ddd, J=8.4, 2.4, 1.2 Hz, 1H), 8.36 (ddd, J=8.4, 2.4, 1.2 Hz, 1H), 8.21 (t, J=2.0 Hz, 1H), 7.80 (t, J=8.0 Hz, 1H), 7.68 (ddd, J=8.0, 4.0, 2.4, 1H), 7.54 (t, J=8.4 Hz, 1H), 7.19 (ddd, J=8.0, 2.0, 1.2 Hz, 1H).

Workup

  1. concentrationAfter concentration

Sources & evidence

ORD record
ord-0e66d34a8af04adab79f05b639f07936
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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