Hydrochloric Acid → HCID 21388725, compound

HRID 1833309Notes

Reaction equation

HRID 1833309 reaction equation
Cl[C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([N+:12]([O-:14])=[O:13])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C[NH:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].Cl.[CH2:32](N(CC)CC)C>>[CH3:32][CH:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:17][NH:16][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([N+:12]([O-:14])=[O:13])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 122360N-MethyltetradecylamineHCID 21388727HCID 21388727, compound

Product 1

HCID 21388725HCID 21388725, compound

Procedure

A mixture of 19.2 grams 2-chloro-4-methyl-5-nitrobenzamide, 21.4 grams methyltetradecylamine and 46.0 ml triethylamine was heated on a steam bath for 20 hours. The mixture was poured into about 200 ml ice water and made acid with concentrated HCl to a pH of 2-3. The mixture was filtered, washed with water and vacuum dried. The crude material was recrystallized from ethanol to give 30 grams product. m.p. = 117°-119°.

Workup

  1. temperaturewas heated on a steam bath for 20 hours
  2. filtrationThe mixture was filtered
  3. washwashed with water and vacuum
  4. customdried
  5. customThe crude material was recrystallized from ethanol

Sources & evidence

ORD record
ord-94461461570d43f1a6afd853fc55a3a7
Source dataset
uspto-grants-1978_01
Patent number
US04066456

Reaction notes

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