Dichloromethane → HCID 70363049, compound

HRID 2165754Notes

Reaction equation

HRID 2165754 reaction equation
COC(=O)[C@@H]1CCCN1C(=O)CCCCCCCCCCC/C=C\CCCCCCCC.[C:33]([OH:56])(=O)[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54].[NH2:57][C:58]1[CH:66]=[CH:65][C:64]([Cl:67])=[CH:63][C:59]=1[C:60]([OH:62])=[O:61].C(Cl)Cl>N1C=CC=CC=1>[C:33]([NH:57][C:58]1[CH:66]=[CH:65][C:64]([Cl:67])=[CH:63][C:59]=1[C:60]([OH:62])=[O:61])(=[O:56])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 124762-Amino-5-chlorobenzoic acidHCID 5281116Erucic AcidHCID 70363053HCID 70363053, compound

Product 1

HCID 70363049HCID 70363049, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In a manner similar to (i), erucic acid (1.05 g) was converted to its acid chloride, to which was added 2-amino-5-chlorobenzoic acid (530 mg). The mixture was stirred in pyridine (5 ml)-methylene chloride (2 ml) at room temperature for three hours. The solvent was concentrated and the residue was washed with 0.5N HCl and methanol. Resulting precipitates were dried, followed by recrystallization from ethanol to afford pale yellow crystals [550 mg (36%)], m.p. 159 to 162° C.

Workup

  1. concentrationThe solvent was concentrated
  2. washthe residue was washed with 0.5N HCl and methanol
  3. customResulting
  4. customprecipitates
  5. customwere dried
  6. customfollowed by recrystallization from ethanol
  7. customto afford pale yellow crystals [550 mg (36%)], m.p. 159 to 162° C.

Sources & evidence

ORD record
ord-6f2611fe99b5423a96b466091e7c5af0
Source dataset
uspto-grants-1990_07
Patent number
US04940730

Reaction notes

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