Fix #52220

src/vs/workbench/parts/extensions/node/extensionsWorkbenchService.ts

@@ -753,7 +753,7 @@ export class ExtensionsWorkbenchService implements IExtensionsWorkbenchService,
 			for (const extension of extensions) {
 				let dependents = this.getDependentsAfterDisablement(extension, allExtensions, this.local, enablementState);
 				if (dependents.length) {
-					return TPromise.wrapError<void>(new Error(this.getDependentsErrorMessage(extension, dependents)));
+					return TPromise.wrapError<void>(new Error(this.getDependentsErrorMessage(extension, allExtensions, dependents)));
 				}
 			}
 		}
@@ -806,7 +806,17 @@ export class ExtensionsWorkbenchService implements IExtensionsWorkbenchService,
 		});
 	}
 
-	private getDependentsErrorMessage(extension: IExtension, dependents: IExtension[]): string {
+	private getDependentsErrorMessage(extension: IExtension, allDisabledExtensions: IExtension[], dependents: IExtension[]): string {
+		for (const e of [extension, ...allDisabledExtensions]) {
+			let dependentsOfTheExtension = dependents.filter(d => d.dependencies.some(id => areSameExtensions({ id }, e)));
+			if (dependentsOfTheExtension.length) {
+				return this.getErrorMessageForDisablingAnExtensionWithDependents(e, dependentsOfTheExtension);
+			}
+		}
+		return '';
+	}
+
+	private getErrorMessageForDisablingAnExtensionWithDependents(extension: IExtension, dependents: IExtension[]): string {
 		if (dependents.length === 1) {
 			return nls.localize('singleDependentError', "Cannot disable extension '{0}'. Extension '{1}' depends on this.", extension.displayName, dependents[0].displayName);
 		}