Dicyclohexylcarbodiimide → HCID 15052144, compound

HRID 973437Notes

Reaction equation

HRID 973437 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][CH:17]=[CH:16][C:15]=1[O:20][CH3:21])[C:11](O)=[O:12].C1(N=C=NC2CCCCC2)CCCCC1>C(O)C>[CH3:21][O:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH:10]1[C:11](=[O:12])[NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][CH2:9]1

Participants

4

Reactant 2

HCID 10868DicyclohexylcarbodiimideHCID 15052143HCID 15052143, compound

Product 1

HCID 15052144HCID 15052144, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

11.7 g of the acid of Step D, 7.95 g of dicyclohexylcarbodiimide and 350 ml of ethanol were stirred for 6 hours at ambient temperature and after evaporation to dryness, the residue was taken up in 1500 ml of methylene chloride. The insoluble part was filtered off and the filtrate was concentrated to dryness. The residue was taken up in 1500 ml of ethanol and separation was effected to obtain 9.6 g of the desired product melting at 219° C. which was used as is for the following step. An analytical sample was prepared by crystallizing 350 mg of product from 40 ml of ethanol to obtain 240 mg of the desired structure melting at 223° C.

Workup

  1. customafter evaporation to dryness
  2. filtrationThe insoluble part was filtered off
  3. concentrationthe filtrate was concentrated to dryness
  4. customseparation

Sources & evidence

ORD record
ord-10491c3ef49e4fedabf8d37b449f0a6c
Source dataset
uspto-grants-1991_11
Patent number
US05063225

Reaction notes

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