p-Toluenesulfonic acid monohydrate → HCID 86736058, compound

HRID 1111852Notes

Reaction equation

HRID 1111852 reaction equation
[C:1]1([N:7]=[N:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([NH:19][C:20](=[O:35])[C@@H:21]3[CH2:25][CH2:24][CH2:23][N:22]3[C:26](=[O:34])[CH2:27][NH:28]OC(C)(C)C)=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[C:37]1([CH3:47])[CH:42]=[CH:41][C:40]([S:43]([OH:46])(=[O:45])=[O:44])=[CH:39][CH:38]=1>>[S:43]([C:40]1[CH:41]=[CH:42][C:37]([CH3:47])=[CH:38][CH:39]=1)([OH:46])(=[O:45])=[O:44].[C:1]1([N:7]=[N:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([NH:19][C:20](=[O:35])[C@@H:21]3[CH2:25][CH2:24][CH2:23][N:22]3[C:26](=[O:34])[CH2:27][NH2:28])=[CH:11][CH:10]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86736059HCID 86736059, compound

Product 1

HCID 86736058HCID 86736058, compound

Procedure

t-Butyloxy-glycyl-L-proline 4-phenylazo-1-naphtylamide (1.0 g, 0.002 mole) was treated with p-toluenesulfonic acid monohydrate (0.76 g, 0.004 mole), and the reaction mixture was worked up as in Example 18. The glycyl-L-proline 4-phenylazo-1-naphthylamide tosylate thus obtained was dissolved in methanol, and neutralized with 5% sodium hydrogen carbonate solution to precipitate the product. The precipitate was were removed by filtration, washed with water, dried, and recrystallized from methanol-water.

Sources & evidence

ORD record
ord-f7847ced72974ada89b3545f91396346
Source dataset
uspto-grants-1978_10
Patent number
US04119620

Reaction notes

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