Hydrochloric Acid → HCID 11732720, compound

HRID 1194892Notes

Reaction equation

HRID 1194892 reaction equation
Cl.[OH:2]/[N:3]=[C:4](/[C:10]1[N:11]=[C:12]([NH:15][C:16]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[S:13][CH:14]=1)\[C:5]([O:7]CC)=[O:6].[OH-].[Na+].O.Cl>O1CCOCC1>[OH:2]/[N:3]=[C:4](/[C:10]1[N:11]=[C:12]([NH:15][C:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[S:13][CH:14]=1)\[C:5]([OH:7])=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 9589415(Z)-Ethyl 2-(hydroxyimino)-2-(2-(tritylamino)thiazol-4-yl)acetate hydrochloride

Product 1

HCID 11732720HCID 11732720, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Ethyl (Z)-2-hydroxyimino-2-(2-tritylaminothiazol-4-yl)acetate hydrochloride (5 g) as a suspension in dioxane (50ml) was treated at room temperature with 1M aqueous sodium hydroxide (23 ml). After stirring for 12 h, water (50 ml) was added. The pH was adjusted to 1-2 with dilute hydrochloric acid. The resulting precipitate was filtered off, washed with water and dried over P2O5 to give the title compound (4.2 g) as a white solid; δH ((CD3)2SO) 6.73 (1H, s), 7.30 (15H, s).

Workup

  1. filtrationThe resulting precipitate was filtered off
  2. washwashed with water
  3. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-5f2ee8dcb68d4ee586eb30b4b0ac683e
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

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