Dimethylformamide → HCID 178513017, compound

HRID 2279538Notes

Reaction equation

HRID 2279538 reaction equation
Cl.[N:2]1([C:7](=N)[NH2:8])C=CC=N1.CN(C=O)C.CCN(C(C)C)C(C)C.[NH2:24][CH:25]([CH2:28][OH:29])[CH2:26][OH:27]>CCOCC>[OH:27][CH2:26][CH:25]([NH:24][C:7]([NH2:8])=[NH:2])[CH2:28][OH:29]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 68294SerinolHCID 81531DiisopropylethylamineHCID 2734672Pyrazole-1-carboxamidine monohydrochloride

Product 1

HCID 178513017HCID 178513017, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1H-pyrazole-1-carboximidamide hydrochloride (12 g, 82 mmol) and DMF (40 mL) at RT was added DIPEA (19 mL, 110 mmol) and 2-aminopropane-1,3-diol (5.0 g, 55 mmol) and the reaction was stirred overnight. Et2O (15 mL) was added and the reaction was stirred for 10 min before the reaction was allowed to settle and the ether layer was decanted. The remaining crude oil was concentrated under high vacuum to afford 7.3 g (100%) of 1-(1,3-dihydroxypropan-2-yl)guanidine (296) which contained residual DMF.

Workup

  1. stirringthe reaction was stirred for 10 min before the reaction
  2. customthe ether layer was decanted
  3. concentrationThe remaining crude oil was concentrated under high vacuum

Sources & evidence

ORD record
ord-f909d2a9e4584713a816e9fd90346b9f
Source dataset
uspto-grants-2015_09
Patent number
US09133187B2

Reaction notes

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