Potassium Hydroxide → HCID 15308372, compound

HRID 2390Notes

Reaction equation

Br.[NH:2]1[CH2:6][CH2:5][N:4]=[C:3]1[NH:7][CH2:8][CH2:9][NH:10][C:11]1[NH:12][CH2:13][CH2:14][N:15]=1.[OH-].[K+]>CO>[NH:12]1[CH2:13][CH2:14][N:15]=[C:11]1[NH:10][CH2:9][CH2:8][NH:7][C:3]1[NH:4][CH2:5][CH2:6][N:2]=1

Participants

Conditions

Temperature: 25 °C

Procedure

In 1,400 ml of methanol, 200 g of N,N'-bis-(imidazolin-2-yl)ethylenediamine hydrobromide was dissolved and to the solution, 63 g of 85% potassium hydroxide was then added and stirred for 1 hr at 25° C. After potassium bromide precipitated was filtered out, methanol was removed by distillation to obtain N,N'-bis(imidazolin-2-yl)ethylenediamine as a solid. In 680 ml of ethanol, 34 g (0.1 mol) of 4-(phenylsulfonyl)phenylsulfonylacetic acid was heated to dissolve. To the cooled solution was then added 9.8 g (0.05 mol) of N,N'-bis(imidazolin-2-yl)ethylenediamine in ethanol and the resulting mixture was cooled to 10° C. A crystal precipitated was filtered off, washed and air-dried to obtain 42 g of the intended Compound 3 as crystals. NMR (heavy methanol): δ8.2 (q, 8H), 8.0 (m, 4H), 7.6 (m, 6H), 3.7 (s, 8H), 3.4 (s, 4H).

Workup

additionwas then added
customAfter potassium bromide precipitated
filtrationwas filtered out
custommethanol was removed by distillation

Sources & evidence

ORD record: ord-e88dc59bf100482c82d3a74374503023
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728879

Reaction notes

Loading…