Sulfuric Acid → HCID 178515360, compound

HRID 1926264Notes

Reaction equation

HRID 1926264 reaction equation
ClC1C=CC(F)=C2C=1C=C(O)N=C2.CO[CH:16](OC)[C:17]([NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([O:27][C:28]([F:31])([F:30])[F:29])[CH:22]=1)=[O:18].OS(O)(=O)=O.OS(O)(=O)=O.O=S(=O)=O>>[F:29][C:28]([F:31])([F:30])[O:27][C:23]1[CH:22]=[C:21]2[C:26]([CH:16]=[C:17]([OH:18])[N:19]=[CH:20]2)=[CH:25][CH:24]=1

Participants

5

Reactant 4

HCID 1118Sulfuric AcidHCID 24681Fuming sulfuric acidHCID 675205432,2-dimethoxy-N-(3-trifluoromethoxybenzyl)-acetamideHCID 178515369HCID 178515369, compound

Product 1

HCID 178515360HCID 178515360, compound

Procedure

By following the procedure for the preparation of 5-chloro-8-fluoroisoquinolin-3-ol, the title compound was prepared from 2,2-dimethoxy-N-(3-trifluoromethoxybenzyl)-acetamide (5.0 g, 17 mmol), conc. H2SO4 (9.0 mL) and oleum (30%; 10.8 mL). 1H NMR (CDCl3, 300 MHz): δ=6.80 (s, 1H), 7.22 (d, J=6.8 Hz, 1H), 7.42 (s, 1H), 7.43 (d, J=7.2 Hz, 1H), 8.44 (s, 1H).

Sources & evidence

ORD record
ord-4174508300da428daf28f4ad9c1e17dd
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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