1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 67516338, compound

HRID 2173204Notes

Reaction equation

HRID 2173204 reaction equation
O[CH2:2][C:3]1[C:7]([CH3:8])=[CH:6][S:5][C:4]=1[C:9]([OH:11])=[O:10].Cl.CN(C)CCCN=C=NCC>ClCCl>[CH3:8][C:7]1[C:3]2[CH2:2][O:11][C:9](=[O:10])[C:4]=2[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 67517546HCID 67517546, compound

Product 1

HCID 67516338HCID 67516338, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a 50 mL round bottom flask, 3-(Hydroxymethyl)-4-methylthiophene-2-carboxylic acid (440 mg, 2.56 mmol, 1.0 eq) was suspended in dichloromethane (5 mL). To above mixture was added N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (735 mg, 3.83 mmol, 1.5 eq). The reaction was stirred at r.t. for 18 hr, washed with brine and water. The organic phase was dried over MgSO4, filtered and concentrated. LC-MS (IE, m/z): 155.1 [M+1]+; 1H NMR (500 MHz, CDCl3, δ in ppm): 7.44 (1H, s), 5.14 (2H, s), 2.24 (3H, s);

Workup

  1. washwashed with brine and water
  2. dry with materialThe organic phase was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-ca5ac7b97be74fafad822e3533ad1663
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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