Sulfamic Acid → HCID 10404115, compound

HRID 1272474Notes

Reaction equation

HRID 1272474 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[C:9]1[CH:19]=[CH:18][C:12]2[N:13]=[C:14]([NH2:17])[N:15]=[N:16][C:11]=2[CH:10]=1.S(=O)(=O)(O)N>NC1C=CC=CC=1>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[C:9]1[CH:19]=[CH:18][C:12]2[N:13]=[C:14]([NH:17][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[N:15]=[N:16][C:11]=2[CH:10]=1

Participants

4

Reactant 2

HCID 5987Sulfamic AcidHCID 18455757HCID 18455757, compound

Product 1

HCID 10404115HCID 10404115, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 6115AnilineSolvent

Procedure

7-(2,6-Dimethyl-phenyl)-benzo[1,2,4]triazin-3-ylamine(24 mg, 0.096 mmol) was dissolved in aniline, sulfamic acid (18 mg, 0.19 mmol) was added. The mixture was reflux overnight. The final product was isolated by preparative HPLC. Yield: 32%. ESI-MS: [M+H]+, 327; 1H NMR (DMSO-d6): δ 2.05(s, 6 H), 7.09(t, J=7.35 Hz, 1 H), 7.18–7.25 (m, 3 H), 7.40(m, 2 H), 7.71(dd, J1=8.5 Hz, J2=1.9 Hz, 1 H), 7.84(d, J=8.5 Hz, 1 H), 8.00(d, J=7.6 Hz, 2 H), 8.11(d, J=1.9 Hz, 1 H).

Workup

  1. temperatureThe mixture was reflux overnight

Sources & evidence

ORD record
ord-56a05a70c6684e20bc155ce329e65e96
Source dataset
uspto-grants-2007_04
Patent number
US07208493B2

Reaction notes

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