6-Bromohexan-1-amine--hydrogen bromide (1/1) → HCID 178485591, compound

HRID 2049177Notes

Reaction equation

HRID 2049177 reaction equation
Cl[S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]=[N:12][C:13]2[C:14]([C:25](=[O:28])[NH:26][CH3:27])=[N:15][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:17]=2[OH:18])=[CH:7][CH:6]=1)(=[O:4])=[O:3].Br.[Br:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][NH2:37]>N1C(C)=CC=CC=1C.C(N(C(C)C)CC)(C)C>[Br:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][NH:37][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]=[N:12][C:13]2[C:14]([C:25](=[O:28])[NH:26][CH3:27])=[N:15][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:17]=2[OH:18])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 450384506-Bromohexan-1-amine--hydrogen bromide (1/1)HCID 178485590HCID 178485590, compound

Product 1

HCID 178485591HCID 178485591, compound

Reagents, catalysts & solvents 2

HCID 79372,6-LutidineSolventHCID 81531DiisopropylethylamineSolvent

Procedure

A suspension of 4-(4-chlorosulfonylphenylazo)-5-hydroxy-3-methylcarbamoyl-1-phenyl-1H-pyrazole (12 g) and 6-bromohexylamine hydrobromide (12 g) in 2,6-lutidine (300 ml) and di-isopropylethylamine (3 ml) was allowed to react for 18 hours at room temperature. The reaction mixture was filtered; the filtrate was concentrated to yield an oily material which was washed with hot water to yield the above-identified pyrazole derivative; yield 7.4 g (44%), m.p. 234°-236° C.

Workup

  1. customto react for 18 hours at room temperature
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. customto yield an oily material which
  5. washwas washed with hot water

Sources & evidence

ORD record
ord-4f4cf5a1d0e5458482c60bc0a09f6dae
Source dataset
uspto-grants-1980_04
Patent number
US04197080

Reaction notes

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