Hydrochloric Acid → HCID 70979210, compound

HRID 2271335Notes

Reaction equation

HRID 2271335 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=[C:7]([Cl:15])[CH:6]=1.[CH2:16]([NH2:19])[CH2:17][CH3:18].Cl>C(O)C>[Cl:15][C:7]1[CH:6]=[C:5]([CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=1)[O:4][CH2:3][CH2:2][NH:19][CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7852PropylamineHCID 86717741HCID 86717741, compound

Product 1

HCID 70979210HCID 70979210, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Preparation according to Example 1 but performed in one portion: 1-(2-bromoethoxy)-3-chloro-5-methylsulfonyl-benzene (0.5 g, 1.59 mmol) and propane-1-amine (1.04 ml, 12.76 mmol) in ethanol (5 ml). Yield: 368 mg (79.1%). The amine was converted to the hydrochloric acid salt and re-crystallized from ethanol/diethyl ether: M.p. 195-197° C. MS m/z (relative intensity, 70 eV) 291 (M+, 1), 264 (8), 262 (22), 73 (9), 72 (bp).

Workup

  1. customPreparation
  2. customre-crystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-efa9f8d86a7a4728b3e428178310adf5
Source dataset
uspto-grants-2015_09
Patent number
US09120728B2

Reaction notes

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