Hydrochloric Acid → HCID 20485879, compound

HRID 647219Notes

Reaction equation

HRID 647219 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([OH:12])[C:5]2[N:6]=[C:7]([CH3:9])[O:8][C:4]=2[CH:3]=1.[CH2:13]([N:31]([CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61])[C:32](=[O:43])[C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([S:39](Cl)(=[O:41])=[O:40])[CH:34]=1)[CH2:14][CH2:15][CH2:16][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>N1C=CC=CC=1>[CH2:44]([N:31]([CH2:13][CH2:14][CH2:15][CH2:16][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])[C:32](=[O:43])[C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([S:39](=[O:40])(=[O:41])[NH:1][C:2]2[CH:11]=[C:10]([OH:12])[C:5]3[N:6]=[C:7]([CH3:9])[O:8][C:4]=3[CH:3]=2)[CH:34]=1)[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH3:61]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 204858816-Amino-2-methyl-1,3-benzoxazol-4-olHCID 204858833-(Dioctadecylcarbamoyl)benzene-1-sulfonyl chloride

Product 1

HCID 20485879HCID 20485879, compoundYield 81.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of the 6-amino-4-hydroxy-2-methylbenzoxazole (4.1 g, 0.025 mole) in pyridine (190 ml) was added N,N-dioctadecyl-3-chlorosulfonylbenzamide (Example 5) (18.8 g, 0.026 mole). The mixture was stirred at ambient temperature overnight, then poured into ice water (2 liters) and acidified with hydrochloric acid (200 ml). The resulting precipitate was collected, washed well with water, and dried to yield a tan solid (17.3 g, 81.2 percent). TLC showed the product to be homogeneous.

Workup

  1. customThe resulting precipitate was collected
  2. washwashed well with water
  3. customdried

Sources & evidence

ORD record
ord-9dda5ec7e6174ae8b216a217cf8a6ebf
Source dataset
uspto-grants-1983_10
Patent number
US04407930

Reaction notes

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