Trityl chloride → 2-n-Butoxyimino-2-(2-tritylaminothiazol-4-yl)-acetic acid

HRID 434627Notes

Reaction equation

[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:13][O:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:8]([O:10]CC)=[O:9])[N:6]=1.[C:19](Cl)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:15]([O:14][N:13]=[C:7]([C:5]1[N:6]=[C:2]([NH:1][C:19]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[S:3][CH:4]=1)[C:8]([OH:10])=[O:9])[CH2:16][CH2:17][CH3:18]

Participants

Reactant 2

HCID 6456Trityl chloride

HCID 54097425Ethyl 2-(2-aminothiazol-4-yl)-2-n-butoxyiminoacetate

Product 1

HCID 543527392-n-Butoxyimino-2-(2-tritylaminothiazol-4-yl)-acetic acidYield 58.6%

Procedure

Stages 4 and 5: 35.2 g (0.13 mole) of ethyl 2-(2-aminothiazol-4-yl)-2-n-butoxyimino-acetate are tritylated with 44.6 g (0.155 mole) of trityl chloride (97% pure) analogously to Example 4, stage 4, and the product is split, without further purification, as described in Example 4, stage 5, to give 37 g of 2-n-butoxyimino-2-(2-tritylaminothiazol-4-yl)-acetic acid.

Workup

customthe product is split, without further purification

Sources & evidence

ORD record: ord-a6a8cf5cc3ed4f97932b116489da389d
Source dataset: uspto-grants-1983_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04399131

Reaction notes

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