Sulfuric Acid → 364363-79-1

HRID 1840393Notes

Reaction equation

HRID 1840393 reaction equation
O1C2C=CC=CC=2N=C1.NC1C=CC=CC=1.C(OC([N:24]1[CH2:29][CH2:28][N:27]([S:30]([C:33]2[C:41]3[O:40]C(C(C)(C)C)=[N:38][C:37]=3[CH:36]=[CH:35][C:34]=2[Cl:46])(=[O:32])=[O:31])[CH2:26][CH2:25]1)=O)(C)(C)C.OS(O)(=O)=O>O1CCOCC1.O>[NH2:38][C:37]1[C:41]([OH:40])=[C:33]([S:30]([N:27]2[CH2:28][CH2:29][NH:24][CH2:25][CH2:26]2)(=[O:32])=[O:31])[C:34]([Cl:46])=[CH:35][CH:36]=1

Participants

7

Reactant 4

HCID 1118Sulfuric AcidHCID 6115AnilineHCID 9228BenzoxazoleHCID 67534017HCID 67534017, compound

Product 1

HCID 23447821364363-79-1Yield 97.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Following the general procedure for the hydrolysis of the benzooxazole to the desired aniline outlined in example 51, 4(2-tert-butyl-6-chloro-benzooxazole-7-sulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (2.0 g, 4.3 mmol), water (3.65 mL), and H2SO4 (3.65 mL) in 1,4-dioxane (60 mL) were reacted to afford the title compound (1.22 g, 96%). LCMS m/z 292(M−H)+.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-f3db9c92957f45a5a2421d4ad07762d1
Source dataset
uspto-grants-2004_01
Patent number
US06680317B2

Reaction notes

Loading…