Hydrochloric Acid → Hydrochloric Acid

HRID 2389559Notes

Reaction equation

HRID 2389559 reaction equation
[C:1]1([NH:7][C:8](=[O:37])[NH:9][C:10]2[CH:15]=[CH:14][C:13]([S:16]([N:19]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH2:22][CH:21]([NH:29]C(=O)OC(C)(C)C)[CH2:20]3)(=[O:18])=[O:17])=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:38].O>O1CCOCC1>[NH2:29][CH:21]1[CH2:22][C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:19]([S:16]([C:13]2[CH:14]=[CH:15][C:10]([NH:9][C:8]([NH:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[O:37])=[CH:11][CH:12]=2)(=[O:17])=[O:18])[CH2:20]1.[ClH:38]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 59400148Tert-butyl 1-(4-(3-phenylureido)phenylsulfonyl)-1,2,3,4-tetrahydroquinolin-3-ylcarbamate

Product 2

HCID 313Hydrochloric AcidHCID 59400161HCID 59400161, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of tert-butyl 1-(4-(3-phenylureido)phenylsulfonyl)-1,2,3,4-tetrahydroquinolin-3-ylcarbamate in 1,4-dioxane (1 mL) was added 4 M hydrogen chloride in 1,4-dioxane (2 mL, 8.0 mmol). The reaction mixture was stirred at room temperature for 20 hours. Water (1.5 mL) was added and the mixture extracted with ethyl acetate (3×1.5 mL). The combined organics were dried over sodium sulfate and concentrated to give 1-(4-(3-amino-3,4-dihydroquinolin-1(2H)-ylsulfonyl)phenyl)-3-phenylurea as its HCl salt.

Workup

  1. extractionthe mixture extracted with ethyl acetate (3×1.5 mL)
  2. dry with materialThe combined organics were dried over sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e3072f798ff2499aa222fb139a1dc5c4
Source dataset
uspto-grants-2012_09
Patent number
US08273754B2

Reaction notes

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