Toluene → HCID 13850258, compound

HRID 1722526Notes

Reaction equation

HRID 1722526 reaction equation
C1(C)C=CC=CC=1.[CH:8]([NH:11][CH2:12][CH2:13][NH2:14])([CH3:10])[CH3:9].Cl[CH2:16][CH2:17][C:18]([NH:20][C:21]1[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=1[CH3:28])=[O:19]>C(N(CC)CC)C>[CH:8]([NH:11][CH2:12][CH2:13][NH:14][CH2:16][CH2:17][C:18]([NH:20][C:21]1[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=1[CH3:28])=[O:19])([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 1140TolueneHCID 88098N-IsopropylethylenediamineHCID 45508323-Chloro-2',6'-propionoxylidide

Product 1

HCID 13850258HCID 13850258, compoundYield 63.2%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Three hundred milliliters of a toluene solution of a mixture of N-isopropyl-1,2-ethylenediamine (20.0 g), 3-chloro-2',6'-dimethylpropionanilide (13.9 g) and triethylamine (10 ml) is treated as in Example 1 to provide a pale yellow powder. Recrystallization from n-hexane provides a colorless needle in an amount of 11.5 g (yield: 63.2%). m.p. 69.5° C.

Workup

  1. additionis treated as in Example 1
  2. customto provide a pale yellow powder
  3. customRecrystallization from n-hexane
  4. customprovides a colorless needle in an amount of 11.5 g (yield: 63.2%)

Sources & evidence

ORD record
ord-28b49c80591a4945967c5966eee64412
Source dataset
uspto-grants-1989_08
Patent number
US04855497

Reaction notes

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