Dichloromethane → HCID 15052137, compound

HRID 973435Notes

Reaction equation

HRID 973435 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][CH2:9][CH:10]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH3:23])[CH:15]=1)[C:11](O)=[O:12].C(Cl)Cl.Cl.C(N=C=NCCCN(C)C)C>C(N(CC)CC)C>[CH3:23][O:22][C:16]1[CH:15]=[C:14]([CH:10]2[C:11](=[O:12])[NH:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[S:8][CH2:9]2)[CH:19]=[CH:18][C:17]=1[O:20][CH3:21]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 15052136HCID 15052136, compound

Product 1

HCID 15052137HCID 15052137, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A solution of 9.1 g of the product of Step C, 180 ml of methylene chloride, 6.25 g of 1-ethyl-3-(3-dimethylamino propyl) carbodiimide hydrochloride and 9 ml of triethylamine was stirred for 90 minutes at ambient temperature and the methylene chloride was evaporated off. The residue was taken up in 90 ml of ethyl acetate and after separation, 7.8 g of the expected product were obtained melting at 174° C. An analytical sample was obtained by crystallization of 200 mg of crude product from 10 ml of ethyl acetate to obtain 120 mg of the desired product melting at 184° C.

Workup

  1. customthe methylene chloride was evaporated off
  2. customafter separation

Sources & evidence

ORD record
ord-db3fef344be9476fae908882e09a5a74
Source dataset
uspto-grants-1991_11
Patent number
US05063225

Reaction notes

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