Butylamine → HCID 68538270, compound

HRID 1821971Notes

Reaction equation

HRID 1821971 reaction equation
C(N)CCC.[Cl:6][C:7]1[CH:8]=[C:9]([O:34]C(=O)C2C=CC=CC=2)[CH:10]=[C:11]([Cl:33])[C:12]=1[O:13][CH2:14][CH2:15][CH2:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[C:28]([S:29][CH:30]([CH3:32])[CH3:31])=[N:27][N:26]=[N:25]2)=[CH:20][CH:19]=1>>[Cl:33][C:11]1[CH:10]=[C:9]([OH:34])[CH:8]=[C:7]([Cl:6])[C:12]=1[O:13][CH2:14][CH2:15][CH2:16][O:17][C:18]1[CH:19]=[CH:20][C:21]([N:24]2[C:28]([S:29][CH:30]([CH3:32])[CH3:31])=[N:27][N:26]=[N:25]2)=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 8007ButylamineHCID 86602300HCID 86602300, compound

Product 1

HCID 68538270HCID 68538270, compound

Procedure

3.5 ml of n-butylamine are added dropwise at 0-5° C. to a solution of 2 g of benzoic acid 3,5-dichloro-4-{3-[4-(5-isopropylsulfanyl-tetrazol-1-yl)-phenoxy]-propoxy}-phenyl ester. After 30 minutes at 0-5° C. and one hour at room temperature, the reaction mixture is concentrated. Purification over silica gel yields 3,5-dichloro-4-{3-[4-(5-isopropylsulfanyl-tetrazol-1-yl)-phenoxy]-propoxy}-phenol. 1H-NMR (CDCl3) 300 MHz: 1.50 (d, 2H), 2.32 (m, 2H), 4.08-4.20 (m, 3H), 4.35 (t, 2H), 5.62 (s, 1H), 6.82 (s, 2H), 7.09 (d, 2H), 7.45 (d, 2H)

Workup

  1. concentrationone hour at room temperature, the reaction mixture is concentrated
  2. customPurification over silica gel

Sources & evidence

ORD record
ord-575595d3afcc4358ba2c9c614cc99128
Source dataset
uspto-grants-2009_10
Patent number
US07608631B2

Reaction notes

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