HCID 46908669, compound → HCID 46908670, compound

HRID 1258397Notes

Reaction equation

HRID 1258397 reaction equation
[N+:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([S:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:6][CH:5]=1)([O-])=O>CO>[NH2:1][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([S:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:6][CH:5]=1

Participants

3

Reactant 1

HCID 46908669HCID 46908669, compound

Product 1

HCID 46908670HCID 46908670, compoundYield 112%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

70 mg 20 was dissolved in 50 ml methanol. The solution was pumped at a rate of 1.0 ml/min through H-cube (25° C., 40 barr, full H2 mode) affording a colorless solution which turned in air slightly brown. The solution was concentrated to dryness affording a quantitative yield of the product 69.5 mg as a grey solid. 1H NMR (400 MHz, CD3OD) δ 8.48 (d, J=8.4 Hz, 1H), 8.01 (d, J=8.5 Hz, 1H), 7.60 (d, J=7.8 Hz, 1H), 7.54 (ddd, J=8.3, 6.8, 1.2 Hz, 1H), 7.44 (ddd, J=8.1, 6.8, 1.2 Hz, 1H), 6.72 (d, J=7.9 Hz, 1H), 3.42 (s, 2H). LRMS (ES−) 188 (M—H—CO2)−; HRMS (ES−) m/z calculated for C12H10NO2S (M−H)− 232.0438, found 232.0435.

Workup

  1. customwas pumped at a rate of 1.0 ml/min through H-cube (25° C., 40 barr, full H2 mode)
  2. customaffording a colorless solution which
  3. concentrationThe solution was concentrated to dryness

Sources & evidence

ORD record
ord-77f55657659e4906bfc36e3d78c0ae10
Source dataset
uspto-grants-2013_06
Patent number
US08466157B2

Reaction notes

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